Day: July 19, 2021

Related Products of 153435-63-3, 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.153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, molecular weight is 369.1328, as common compound, the synthetic route is as follows.

3-(6,7-Dimethoxy-quinolin-4-yloxy)-quinolin-2-ol (50 mg), diphosphorus pentaoxide (51 mg), and tetrabutylammonium bromide (69 mg) were suspended in 1,2-dichlorobenzene (1 ml), and the suspension was stirred at 140C for 1.5 hr. The reaction mixture was cooled to room temperature, and a 10% aqueous sodium hydrogencarbonate solution was added thereto. The mixture was extracted with chloroform, and the chloroform layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography with a chloroform-methanol system to give 4-(2-bromo-quinolin-3-yloxy)-6,7-dimethoxy-quinoline (5 mg, yield 8%). 4-(2-Bromo-quinolin-3-yloxy)-6,7-dimethoxy-quinoline (50 mg), tetrakistriphenylphosphine palladium (0) (28 mg), and copper(II) oxide (19 mg) were suspended in N,N-dimethylformamide (1.5 ml). 2-Tributylstannylpyrimidine (90 mg) was added to the suspension, and the mixture was stirred at 100C overnight. The reaction mixture was cooled to room temperature and was then filtered. The solvent was removed from the filtrate by distillation under the reduced pressure. Water was added thereto, and the mixture was extracted with dichloromethane. The dichloromethane layer was washed with water and saturated brine and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography with a chloroform-methanol system to give the title compound (28 mg, yield 56%). 1H-NMP, (CDCl3, 400 MHz): delta 4.05 (s, 6H), 6.44 (d, J = 5.2 Hz, 1H), 7.43 – 7.78 (m, 8H), 7.88 (s, 1H), 8.11 (d, J = 8.4 Hz, 1H), 8.52 (d, J = 5.2 Hz, 1H) Mass spectrometric value (ESI-MS, m/z): 411 (M++1)

Statistics shows that 153435-63-3 is playing an increasingly important role. we look forward to future research findings about 2-(Tributylstannyl)pyrimidine.

Reference:
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1724268; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 5177-27-5, 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. 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine, molecular formula is C4H3Cl2N3, 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.

A mixture of 2,4-dichloropyrimidin-5-amine (0.5 g, 3.04 mmol), sodium methoxide (0.66 g, 12.19 mmol) and methanol (10 ml) was refluxed for 16 hours. The solvent was removed under reduced pressure. Water was added and the aqueous phase was extracted with ethyl acetate. The organic phase was washed with water and brine, dried over sodium sulphate and concentrated under reduced pressure. The yield of 2-chloro-4-methoxypyrimidin-5-amine after flash chromatography (100-200 mesh size silica gel, 20-25% ethyl acetate in hexane) was 0.35 g. N-Bromosuccinimide (67 mg, 0.37 mmol) was added to a solution of 2-chloro-4-methoxypyrimidin-5-amine (50 mg, 0.31 mmol) in chloroform (2 ml) and the resulting mixture was stirred at RT for 3 hours. Water was added and the mixture extracted with chloroform. The organic phase was washed with water and brine, dried over sodium sulphate and concentrated under reduced pressure. The yield of 4-bromo-2-chloro-6-methoxypyrimidin-5-amine was 60 mg.

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 5177-27-5, 5-Amino-2,4-dichloropyrimidine.

Reference:
Patent; MEDEIA THERAPEUTICS LTD; RATILAINEN, Jari; GOLDSTEINS, Gundars; WO2014/191632; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 29274-24-6 ,Some common heterocyclic compound, 29274-24-6, molecular formula is C6H4ClN3, 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.

General Procedure 32-Methyl-4-pyrazolo[1 ,5-a]pyrimidin-5-yl-but-3-yn-2-ol (5a); [00151] Compound 1a, 2-methyl-but-3-yn-2-ol (1.5 equivalents), Pd CI2[PPh3]2 (5 mol %) and CuI (10 mol %) in diethyl amine is refluxed under argon for 2 h (TLC control), then cooled and evaporated to dryness. The residue is dissolved in dichloromethane; the target product is isolated by column chromatography (silica gel, ethyl acetate – hexane, 1 :2). The solvent is evaporated under reduced pressure; the residue is crystallized from diethyl ether to give the title compound in good yield.1H NMR (DMSO-d6, 400 MHz) delta (ppm), 1.51 (s, 6H), 6.69 (s, 1 H), 6.98 (d, 1 H), 8.22 (s.1 H)1 9.06 (d, 1 H). m/z (APCI+) 202 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29274-24-6, its application will become more common.

Reference:
Patent; MERZ PHARMA GMBH & CO. KGaA; HENRICH, Markus; WEIL, Tanja; NAGEL, Jens; GRAVIUS, Andreas; MUeLLER, Sibylle; KAUSS, Valerjans; ZEMRIBO, Ronalds; FOTINS, Juris; WO2010/63487; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3921-01-5, 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. 3921-01-5, name is 2,4-Dibromopyrimidine, molecular formula is C4H2Br2N2, 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.

General procedure: Starting material2,4-dibromopyrimidine (CAS Registry Number: 3921-01-5) (24.46 g, 102.82 mmol)Was dissolved in THF (360ml) in a round bottom flask, 4,4,5,5-tetramethyl-2- (naphthalen-1-yl-ethyl) -1,3,2-dioxaborolane (CAS Registry Number: 1280709-91-2) (29.54 g, 113.11 mmol),Pd (PPh3) 4 (4.75 g, 4.11 mmol),K2CO3 (42.63 g, 308.47 mmol),Water (180 ml)And the mixture was stirred at 90 C.After the reaction was completed, the reaction mixture was extracted with CH 2 Cl 2 and water. The organic layer was dried over MgSO 4 and concentrated. The resulting compound was purified by silicagel column and recrystallized to obtain 18.03 g (yield: 60%) of the product.

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 3921-01-5, 2,4-Dibromopyrimidine.

Reference:
Patent; Duksan Neolux Co.,Ltd.; Park Mu-jin; Choi Yeon-hui; Moon Seong-yun; Jeong Ho-yeong; Song Hyeon-ju; Lee Mun-jae; Kwon Jae-taek; (46 pag.)KR2017/103105; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3435-28-7 ,Some common heterocyclic compound, 3435-28-7, molecular formula is C5H7N3, 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.

To a solution of Example 154a (100 mg, 0.26 mmol,) and Example 154b (45 mg, 0.39 mmol) in DMA (2.5 mL) were added Pd2(dba)3 (24 mg, 0.026 mmol), Xantphos (30 mg, 0.052 mmol) and Cs2CO3 (340 mg, 1.04 mmol). The mixture was degassed by nitrogen for 3 times and stirred at 130oC for 2 h. When completed, the reaction was cooled to r.t., diluted with MeOH (5 mL) and filtered. The filtrate was purified directly by Prep-HPLC to give the desired product Example 154 (40.0 mg, 34.2% yield) as a white solid. LCMS [M+1] + = 457.2.1H NMR (400 MHz, DMSO-d6) d 11.03 (s, 1H), 10.27 (s, 1H), 9.14 (s, 1H), 8.55 (s, 2H), 7.78 (s, 1H), 7.65-7.57 (m,3H), 7.30 (d, J = 7.9 Hz, 1H), 3.93 (s, 3H), 3.69 (s, 3H), 2.97 (s, 1H), 2.34 (s, 3H), 1.07 (s, 2H), 1.01 (s 2H).

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. 3435-28-7, 6-Methylpyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; KALDOR, Stephen W.; (0 pag.)WO2020/86616; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 89487-99-0, 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.89487-99-0, name is 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C6H5N3OS, molecular weight is 167.19, as common compound, the synthetic route is as follows.

4-Hydroxy-2-(methylthio) pyrimidine-5-carbonitrile (3 mmol) and m-anisidine (3 mmol) in pentan-1-ol was refluxed for 40 h under nitrogen. The reaction mixture was concentrated in vacuo. The residue was washed with water and dried to afford 4-hydroxy-2-(3-methoxyphenylamino)pyrimidine-5-carbonitrile.

Statistics shows that 89487-99-0 is playing an increasingly important role. we look forward to future research findings about 4-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile.

Reference:
Patent; Hutchison MediPharma Enterprises Limeted; US2008/255172; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5177-27-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Tri(2-furyl)phosphine (36 mg, 0.16 mmol) and Pd2(dba)3 (20 mg, 0.020 mmol) were added to DMF (10 mL) under N2 at ambient temperature and stirred for 10 min. Subsequently, 2,4-dichloropyrimidine-5-amine (8d) (100 mg, 0.600 mmol) and (2-furyl)tributyltin (0.2 mL, 0.6 mmol) were added. The mixture was stirred at 60 C for 16 h, and evaporated in vacuo. The residue was dissolved in satd KF in THF (20 mL), stirred at ambient temperature for 16 h, and evaporated in vacuo. The residue was placed on top of a flash chromatography column and the product was purified by flash chromatography on silica gel eluting with EtOAc/CH2Cl2/hexane (5:8:12); yield 73 mg (61%), mp 169-170 C, yellow solid. 1H NMR (CDCl3, 500 MHz) delta 8.08 (s, 1H, H-4), 7.61 (dd, J=1.8, 0.7 Hz, 1H, H-5 in furyl), 7.31 (dd, J=3.6, 0.7 Hz, 1H, H-3 in furyl), 6.59 (dd, J=3.6, 1.8 Hz, 1H, H-4 in furyl), 4.71 (s, 2H, NH2); 13C NMR (CDCl3, 75 MHz) delta 152.4 (C-2 in furyl), 149.6 (C-2), 148.2 (C-4), 144.6 (C-5 in furyl), 141.3 (C-6), 135.1 (C-1), 113.9 (C-3 in furyl), 112.8 (C-4 in furyl); MS EI m/z (rel %) 197/195 (38/100, M+), 168 (19), 166 (49), 67 (3); HRMS (EI) calcd for C8H6ClN3O: 195.0199. Found 195.0197.

According to the analysis of related databases, 5177-27-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Read, Matthew L.; Krapp, Andreas; Miranda, Pedro O.; Gundersen, Lise-Lotte; Tetrahedron; vol. 68; 7; (2012); p. 1869 – 1885;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 149849-92-3 ,Some common heterocyclic compound, 149849-92-3, molecular formula is C5H3ClN2O2, 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.

To a suspension of 2-chloropyrimindine-4-carboxylic acid (500 mg, 3.15 mmol) and DMF(0.024 mL, 0.32 mmol) in DCM (30 mL) stirred under nitrogen at 0 C was added a 2 Msolution of oxalyl chloride (1.74 mL, 3.47 mmol) in DCM dropwise. The reaction minxturewas allowed to warm to rt and stirred for further 3 h at rt. The reaction minxture wasevaporated in vacuo to give a brown oil. This residue was dissolved in THF (20 mL) and MeOH was added (0.14 mL, 3.5 mmol) dropwise. The reaction minxture was stirred at rt under nitrogen for lh. The reaction minxture was evaporated in vacuo to afford methyl 2- chloropyrimindine-4-carboxylate (780 mg, 4.5 mmol, purity: 80 %, recovery: 143 %) as abrown oil. The compound was used in the next step without purification. LCMS (mlz) 173 and 175 (M+H), retention time: 1.86 mm, LC/MS Method 2.

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. 149849-92-3, 2-Chloropyrimidine-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DAUGAN, Alain Claude-Marie; DONCHE, Frederic G.; FAUCHER, Nicolas Eric; GEORGE, Nicolas S.; (243 pag.)WO2018/92089; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 633328-95-7 , The common heterocyclic compound, 633328-95-7, name is 5-Bromo-2-chloro-4-methylpyrimidine, molecular formula is C5H4BrClN2, 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.

A fourth exemplary Intermediate D, Intermediate D-4, may be used to synthesize compounds of formula I, wherein R1 is heteroaryl substituted with two R4 substituents. A mixture of sodium (111 mg, 4.82 mmol, 1.00 equiv) in methanol (772 mg, 24.1 mmol, 975. pL, 5.00 equiv) was stirred at 25 C for 0.5 h. To this solution was added 5-bromo-2-chloro-4- methyl-pyrimidine (1.00 g, 4.82 mmol, 1.00 equiv) and the mixture was stirred at 25 C for 2 h. The reaction was quenched upon the addition of water (5 mL). The aqueous phase was extracted with ethyl acetate (10.0 mL c 3) and the combined organic phase was washed with brine (10.0 mL x 3), dried over anhydrous Na2S04, filtered and concentrated in vacuo to afford 5-bromo-2- methoxy-4-methyl-pyrimidine (500 mg, 2.46 mmol, 51.1% yield) as a red oil. LCMS: [M+l] 203.1.

The synthetic route of 633328-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MIRATI THERAPEUTICS, INC; MARX, Matthew, Arnold; LEE, Matthew, Randolph; BOBINSKI, Thomas, P.; BURNS, Aaron, Craig; ARORA, Nidhi; CHRISTENSEN, James, Gail; KETCHAM, John, Nichael; (225 pag.)WO2019/152419; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9 ,Some common heterocyclic compound, 4359-87-9, molecular formula is C4Cl3N3O2, 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.

Dissolve 2,4,6-trichloro-5-nitropyrimidine (454 mg, 2.0 mmol) and diisopropylethylamine (516 mg, 4.0 mmol) in anhydrous tetrahydrofuran (20 mL), and slowly add dropwise at 0 C. 2,4-difluorobenzylamine (300 mg, 2.1 mmol) was stirred at 0 C for 1 hour. Concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 15: 1) to obtain 34-e (547 mg, yield: 82%) as a yellow solid.

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. 4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Zaiji Pharmaceutical Technology Co., Ltd.; Wang Yuguang; Zhang Nong; Wu Tianzhi; Wu Xinliang; (132 pag.)CN110872297; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia