09/18/21 News Extracurricular laboratory: Synthetic route of 939986-65-9

The synthetic route of 939986-65-9 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 939986-65-9, 6-Chloropyrimidine-4-carbonitrile, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 939986-65-9, blongs to pyrimidines compound. Recommanded Product: 939986-65-9

A mixture of compound 4 (50 mg, 0.186 mmol), 6-chloropyrimidine-4-carbonitrile (34 mg, 0.242 mmol), K2C03 (52 mg, 0.373 mmol) and DMF (1 mL), was stirred at RT for 5 h. Additional K2C03 (26 mg, 0.188 mmol) was added and the mixture stirred for a further 2.5 h. The reaction mixture was partitioned between water (10 mL), brine (5 mL), aq 2M HC1 (5 mL), and EtOAc (10 mL). The organic layer was separated, dried over MgSO4, filtered, and the filtrate concentrated under reduced pressure. The residue was purified (silica gel; eluting with 0-35% EtOAc in hexanes), to afford compound 5 (69 mg, 100%) as a white solid. ?H NIVIR (300 MHz, DMSO-d6): 8.84 (m, 1H), 7.95 – 7.99 (m, 2H), 7.37 – 7.46 (m, 2H), 7.09 (m, 1H), 6.86 (m, 1H), 6.75 (m, 1H), 6.02 (m, 1H), 5.37 (s, 2H), 3.78 (s, 3H), 2.35 (s, 3H); LCMS Mass: 372.0 (M+1).

The synthetic route of 939986-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 939986-65-9

Statistics shows that 939986-65-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyrimidine-4-carbonitrile.

Electric Literature of 939986-65-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.5425, as common compound, the synthetic route is as follows.

A mixture of 6-chloropyrimidine-4-carbonitrile (153 mg, 1.10 mmol), Nphenylpiperidine-4-carboxamide hydrochloride 1 (221 mg, 0.914 mmol), K2C03 (253 mg, 1.83 mmol), THF (5 mL), and DMF (4 mL) was stirred at RT for 16 h. The mixture was concentrated under reduced pressure. The residue was partitioned between water, brine, and EtOAc. The organic layer was separated and the aqueous layer re-extracted with EtOAc. The combined organic layers were washed with brine, dried (Na2SO4), filtered, and the filtrate concentrated under reduced pressure to afford compound 2 (274 mg, 81%) as a white solid. LCMS Mass:308.0 (M+1).

Statistics shows that 939986-65-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some tips on 939986-65-9

The chemical industry reduces the impact on the environment during synthesis 939986-65-9, I believe this compound will play a more active role in future production and life.

Synthetic Route of 939986-65-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.5425, as common compound, the synthetic route is as follows.

To a stirred solution of compound 3 (55 mg, 0.29 mmol) inN-methyl-2-pyrrolidone (5 mL) at RT, were added 6-chloropyrimidine-4-carbonitrile (60 mg, 0.43 mmol) and Cs2CO3 (189 mg, 0.58 mmol), and the mixture was stirred for 12 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2 x 15 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude was purified via trituration with n-pentane (2 x 2 mL) to afford compound 4 (55 mg, 65%) as pale brown solid. ?HNMR (500MHz, DMSO-d6): 8.85 (d, J 0.9 Hz, 1H), 8.00 (d, J= 0.9 Hz, 1H), 7.77 (d, J= 3.2 Hz, 1H), 7.56 (d, J 8.4 Hz, 1H), 7.23 (t, J 8.0 Hz, 1H), 6.95 (d, J= 7.5 Hz, 1H), 6.32 (d, J= 3.2 Hz, 1H), 5.86-5.78 (m, 1H), 5.05 (t, J 7.4 Hz, 2H), 4.95 (t, J= 6.7 Hz, 2H); LCMS Mass: 293.0 (M+1).

The chemical industry reduces the impact on the environment during synthesis 939986-65-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extracurricular laboratory: Synthetic route of 939986-65-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,939986-65-9, 6-Chloropyrimidine-4-carbonitrile, and friends who are interested can also refer to it.

Synthetic Route of 939986-65-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile. A new synthetic method of this compound is introduced below.

[0202] To a mixture of (4-(5-Ethyl-l,2,4-oxadiazol-3-yl)phenyl)methanamine (50 mg, 0.25 mmol, 1.0 equiv) and IPA (3 mL) in a microwave vial were added 6-chloropyrimidine- 4-carbonitrile (41 mg, 0.30 mmol, 1.2 equiv) and DIPEA (103 uL, 0.59 mmol, 2.4 equiv). The vial was sealed and heated at 160 C in a microwave reactor for 90 min. The mixture was concentrated and purified by RP-HPLC (Phenomenex, gemini 5u C18 150 x 21.2 mm, 10-100% ACN/water both with 0.1% formic acid gradient over 40 min) to provide 23 mg (31%) of 6-((4-(5-ethyl-l,2,4-oxadiazol-3-yl)benzyl)amino)pyrimidine-4-carbonitrile as a white solid. LRMS (ES) m/z 307.2 (M+H). 1 H-NMR (Methanol-^, 400 MHz, ppm) d 8.49 (s, 1H), 8.02 (d, J = 7.9 Hz, 2H), 7.49 (d, J = 7.8 Hz, 2H), 6.96 (s, 1H), 4.72 (s, 2H), 3.10- 2.88 (m, 2H), 1.43 (t, 7 = 7.6 Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,939986-65-9, 6-Chloropyrimidine-4-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Brief introduction of 939986-65-9

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 939986-65-9, 6-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 939986-65-9, Adding some certain compound to certain chemical reactions, such as: 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile,molecular formula is C5H2ClN3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 939986-65-9.

A solution of 4-(hydroxymethyl)-1H-indazole 1 (233 mg, 1.57 mmol), 6-chloropyrimidine-4-carbonitrile (200 mg, 1.43 mmol), and DMF (4 mL) was added dropwise at RT to NaH (57 mg of a 60% dispersion in mineral oil, 1.43 mmol). The mixture was stirred at RT for 25 mm. The mixture was partitioned between aq HC1, brine, and EtOAc. The organic layer was separated, dried (Na2504), filtered, and concentrated under reduced pressure. The residue was purified (silica gel; eluting 0 to 100% EtOAc in hexanes), to afford compound 2 (162 mg, 45%) as a yellow solid. LCMS Mass: 252.0 (M+1).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 939986-65-9, 6-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 939986-65-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,939986-65-9, 6-Chloropyrimidine-4-carbonitrile, and friends who are interested can also refer to it.

Reference of 939986-65-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile. A new synthetic method of this compound is introduced below.

A mixture of 6-chloropyrimidine-4-carbonitrile E-1 (100 mg, 0.717 mmol), 3- methylaminomethyl benzoic acid methyl ester hydrochloride (155 mg, 0.7 17 mmol), DIEA (277 mg, 2.15 mmol), and DMF (1 mL), was stirred at RT for 18 h. The mixture was concentrated under reduced pressure and the residue partitioned between water (50 mL) and EtOAc (10 mL). The organic layer was separated and the aqueous layer was re-extracted with EtOAc (2 x 10 ml). The combined organic layers were dried (Na2SO4), filtered, and then concentrated under reduced pressure. The crude residue was purified (via silica gel; eluting with 0-50% EtOAc in hexanes) to afford compound E-2 as a white solid (143 mg, 7 1%). LCMS Mass: 283.0 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,939986-65-9, 6-Chloropyrimidine-4-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Share a compound : 6-Chloropyrimidine-4-carbonitrile

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 939986-65-9, 6-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference of 939986-65-9, Adding some certain compound to certain chemical reactions, such as: 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile,molecular formula is C5H2ClN3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 939986-65-9.

To a stirred solution of methyl 3-(hydroxymethyl)benzoate (1.31 g, 7.88 mmol) in THF (10 mL) at RT, was added Cs2CO3 (3.8 g, 11.7 mmol) and the mixture stirred for 20 mm. To this was added a solution of 6-chloropyrimidine-4-carbonitrile B-i (750 mg, 7.17 mmol) in THF (15 mL) and the mixture stirred at RT for 16 h. The mixture was partitioned between water (100 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was re-extracted with EtOAc (20 ml). The combined organic layers were dried (MgSO4), filtered, and then concentrated under reduced pressure. The crude residue was purified (silica gel; eluting with 0- 60% EtOAc in hexanes), to afford compound B-2 as an off-white solid (1.01 g, 52%). ?H NMR (300 MHz, DMSO-d6): 8.97 (m, 1H), 8.06 (m, 1H), 7.94 (m, 1H), 7.82 (m, 1H), 7.75 (m, 1H), 7.56 (m, 1H), 5.56 (s, 2H), 3.84 (s, 3H); LCMS Mass: 270.0 (M+1).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 939986-65-9, 6-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 6-Chloropyrimidine-4-carbonitrile

The synthetic route of 939986-65-9 has been constantly updated, and we look forward to future research findings.

Reference of 939986-65-9 , The common heterocyclic compound, 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

The title compound (1-60) was prepared using the procedure for Example 17, using 4- hydroxy- 1H-indazole in Step 1. The free base form of the title compound was purified via silica gel (eluting with 1-20% MeOH in DCM) and then converted to the hydrochloride salt, using 2 M HC1 in ether. ?H NIVIR (300 IVIHz, DMSO-d6): 8.78 (s, 1H), 8.60 (br s, 3H), 7.77 (s, 1H), 7.48 (m, 1H), 7.35-7.45 (m, 2H), 6.94(m, 1H), 4.10-4.20(m, 2H).; A mixture of 6-hydroxyindole 1 (157 mg, 1.18 mmol), 6-chloropyrimidine-4-carbonitrile (150 mg, 1.07 mmol), K2C03 (444 mg, 3.21 mmol), DMF (2 mL), and THF (4 mL), was stirred at RT for 20 h. Additional 6-chloropyrimidine-4-carbonitrile (30 mg, 0.2 15 mmol) was added and the mixture stirred at RT for a further 16 h. The mixture was concentrated under reduced pressure. The residue was purified (silica gel; eluting 0 to 100% EtOAc in hexanes), to afford compound 2 (190 mg, 56%) as a yellow solid. LCMS Mass: 237.0 (M+1).To a stirred solution of compound 2 (40 mg, 0.169 mmol) in EtOAc (3 mL) and HOAc (0.3 mL) at RT, was added 10% Pd/C (10 mol%). The reaction mixture was stirred at RT under hydrogen (1 atmosphere pressure) for 1 h. The reaction mixture was filtered through a pad of celite, and the filtrate was concentrated under reduced pressure. The residue was purified via preparative HPLC (Waters XTerra Prep MS C-18 OBD 5 jiM 50 x 100mm column; eluting with 10-90% ACN/H20 containing 0.1% TFA, over 20 mm), followed by silica gel (eluting 0 to 100% EtOAc in hexanes), to afford compound 1-17 (3 mg, 7%) as a solid. ?H NIVIR (300 IVIFIz, MeOH-d4): 8.76 (m, 1H), 7.61 (m, 1H), 7.29 (m, 1H), 7.18 (m, 1H), 6.94 (m, 1H), 6.80 (m, 1H), 6.49 (m, 1H), 4.22 (s, 2H); LCMS Mass: 241.0 (M+1).

The synthetic route of 939986-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Simple exploration of 939986-65-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 939986-65-9, 6-Chloropyrimidine-4-carbonitrile.

Reference of 939986-65-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Compound 8 (800 mg, crude) was added to a DMF (8 ml) solution, then DBU (912 mg, 6 mmol) was added, and compound 9 (6-chloro-4-pyrimidinecarbonitrile) (552 mg, 4 mmol) was added. The reaction was performed at 80 C. After 6 hours, TLC showed that a large amount of the starting compound 8 remained, and then compound 9 (6-chloro-4-pyrimidinecarbonitrile) (276 mg, 2 mmol) was added. The reaction temperature was raised to 100 C for 12 hours, and the reaction solution was poured into Water was extracted with dichloromethane. The organic phases were combined, washed with water, washed with saturated sodium chloride, and dried over anhydrous sodium sulfate. The residue was spin-dried and passed through a silica gel column (mobile phase: PE: EA = 3: 1) to obtain a crude product. Further, the compound I (also referred to as “compound NHWD-1062”) is prepared through a high-performance liquid phase.MS (ESI) m / z: 364.4 (M + H +). 1HNMR (400MHz, CDCl3) 8.6 (s, 1H), 7.2-7.4 (m, 5H), 6.8 (s, 1H), 5.4 (m, 1H) , 4.3 (m, 2H), 3.9 (m, 1H), 3.1-3.2 (m, 3H), 2.8 (m, 1H), 2.4 (m, 1H), 2.1 (m, 1H), 1.7-1.9 (m , 3H), 1.3 (m, 1H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 939986-65-9, 6-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; Ningbo Wenda Pharmaceutical Technology Co., Ltd.; Wang Nenghui; (20 pag.)CN110872285; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 6-Chloropyrimidine-4-carbonitrile

With the rapid development of chemical substances, we look forward to future research findings about 939986-65-9.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: 6-Chloropyrimidine-4-carbonitrile

The title compound (1-19) was prepared using the procedure for Example 17, using 4- hydroxyindole in Step 1. The free base form of the title compound was purified via silica gel (eluting with 1-20% MeOH in DCM) and then converted to the hydrochloride salt, using 2 M HC1 in ether. ?HNIVIR (300 IVIHz, DMSO-d6): 11.35 (s, 1H), 8.57 (s, 1H), 7.30-7.34 (m, 2H), 7.08 – 7.14 (m, 2H), 6.79 (m, 1H), 6.05 (m, 1H), 3.73 (s, 2H); LCMS Mass: 241.0 (M+1).; A mixture of 6-hydroxyindole 1 (157 mg, 1.18 mmol), 6-chloropyrimidine-4-carbonitrile (150 mg, 1.07 mmol), K2C03 (444 mg, 3.21 mmol), DMF (2 mL), and THF (4 mL), was stirred at RT for 20 h. Additional 6-chloropyrimidine-4-carbonitrile (30 mg, 0.2 15 mmol) was added and the mixture stirred at RT for a further 16 h. The mixture was concentrated under reduced pressure. The residue was purified (silica gel; eluting 0 to 100% EtOAc in hexanes), to afford compound 2 (190 mg, 56%) as a yellow solid. To a stirred solution of compound 2 (40 mg, 0.169 mmol) in EtOAc (3 mL) and HOAc (0.3 mL) at RT, was added 10% Pd/C (10 mol%). The reaction mixture was stirred at RT under hydrogen (1 atmosphere pressure) for 1 h. The reaction mixture was filtered through a pad of celite, and the filtrate was concentrated under reduced pressure. The residue was purified via preparative HPLC (Waters XTerra Prep MS C-18 OBD 5 jiM 50 x 100mm column; eluting with 10-90% ACN/H20 containing 0.1% TFA, over 20 mm), followed by silica gel (eluting 0 to 100% EtOAc in hexanes), to afford compound 1-17 (3 mg, 7%) as a solid.

With the rapid development of chemical substances, we look forward to future research findings about 939986-65-9.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia