Category: 945950-37-8

Related Products of 945950-37-8, 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 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Suspended in 30mL of DCM was 4-methyl -7H- pyrrolo [2,3-d] pyrimidine (1g, 7.51mmol) was added N- iodosuccinimide (1.86g, 8.26mmol).It was stirred at room temperature for 2 hours the reaction mixture.The volatiles were removed in vacuo.Of anhydrous ethyl acetate and 50% saturated NaHCO3The residue obtained was extracted.With water and the organic layer was washed with brine, dried (MgSO4), Filtered and the volatiles removed in vacuo.The residue was suspended in acetonitrile and sonicated for 45 minutes.The solid was collected by filtration to give 5-iodo-4-methyl–7H- pyrrolo [2,3-d] pyrimidine (1.69 g).

According to the analysis of related databases, 945950-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pulaixike Company; Zhang, Chao; Ibrahim, Prabha N; Nespi, Marika; Shi, Songyuan; Spevak, Wayne; Habets, Gaston G; Burton, Elizabeth A; Hirth, Klaus-Peter; (181 pag.)CN105228983; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 945950-37-8, Adding some certain compound to certain chemical reactions, such as: 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C7H7N3, 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 945950-37-8.

General procedure: To a mixture of appropriate 3a-e (1.5 mmol), 1 (1.57 mmol) and Ph3P (3.75 mmol) in THF was added DIAD (3.75 mmol) dropwise at 0 C under nitrogen and stirring continued at rt. Completion of reaction was analyzed by TLC, solvent evaporated under reduced pressure and crude was purified by column chromatography on silica gel by eluting up to 30 % ethyl acetate in hexane to give couple products in more than 80 % yield. The deprotection was carried out by heating at 60 C in 10 % HCl in MeOH. After completion (monitored by TLC), the reaction mixture was neutralized by NaHCO3 and purified by silica gel chromatography (10% methanol in DCM) to get 6a-e in 70-85% yield.

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. 945950-37-8, 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Thiyagarajan, Anandarajan; Salim, Mohammed T.A.; Balaraju, Tuniki; Bal, Chandralata; Baba, Masanori; Sharon, Ashoke; Bioorganic and Medicinal Chemistry Letters; vol. 22; 24; (2012); p. 7742 – 7747;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H7N3

Sten 6: To a stirred solution of (3R,3aS,6aR)-6.-((3-bromo-2-((4-methoxvbenzvl)amino)quinoiin-7-vi)nelhyi)hexahydro-211.-cyciopenta[h]furan-2,3,3a.-trioi (250 rng, 0.486 mmoi) in dry MeCN(9 rnL) was added tributviphosphine (176 ing, 0.869 rnmoi), followed by (E)-diazene-J.2-divlhis(piperi din-i -ylmethanone) (206 111g. 0815 mrnoi) at room temperature. The reactionmixture was stirred at room temperature for I h. and the solution was used directly in the nextstep without characterization; Step 7: To a stirred solution of 4-methyF-7I-Ipyrro1o [2, 3dj pyrimidine (129 mg, 0.970 mniol) in dry DMF (6 mL) was added sodium hydride (60% dispersion in mineral oil) (58.2 111g. 1.46 mmoi) at 0 C. The suspension was stirred at room temperature for 30 minutes, The suspensionwas transferred to the solution from the previous step containing the epoxide intermediate via syringe, and the resulting mixture was stirred at room temperature for 2 h. The reaction mixture was quenched with saturated aqueous ammonium chloride (30 mL) and extracted with EtOAc (40 mL 3). The combined organic layers were washed with brine (40 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure.The residue was purified by Preparative TLC (MeOH/DCM) to afford (2R,3R,3aS,6aR)-6-(3- bromo-2(rnethoxyhenzyi)amino)quinolin-7-yl)methvi)-2-?4-methyi7H-pyrroio[2,3- d]pyrirnidinT-yi)hexahydro-3aWcyclopenta[hfuran-3, 3a-diol. MS: 630/632 (M+ 1/M+3). ?H NMR (40() M1-lz, DMSO-d6) oe 8.69 (s, 11-1), 8.32 (d, J= 6.0 Hz, IH), 8.02 (s, 1H), 7.54 (d, J= 8.2 Hz, 1H), 7.33 (d, J= 8.4 Hz, 2H), 7.14 -7.04 (rn, 3H), 6.91 -6.80 (m, 4H), 6.03(d, J 8.1Hz, 1H), 5.30 (d, J= 7.0 Hz, 1H), 5.12 (s, 1H), -4.61 (d, J= 6.2 Hz, 2H), 4.22 (t. J 7.6 Hz, 1H),4.04 (d, J == 6.6 Hz. 11-1), 3.72 (s, 31-1), 2.83 (dd, J: 13.7, 7.2 Hz, 11-1), 2.69(s. 31-1). 2.65 (s, 11-1),2,37 -2.22 (m, 11:1), 1.99- 1.93 (mn, 1H). 1,55 (d, J= 6.5 Flz. 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 945950-37-8, 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 945950-37-8, 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. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Step 3: To a stirred solution of (3R,3aS,6aR}-6-((2-ainino-3-fiuoroquinolin-7- yl)methvi)hexahydro-2H-cyclopenta[b]furan-2,3,3a-trioi (0.067 g. 0.2 mmoi) in dry MeCN (3 rnL) was added trihutyiphosphine (0.077 g, 0.38 rnmol), followed by (E)-diazene-1,2- diylbis(piperidin-1-yimethanone) (0.091 g, 0.36 minol) at room temperature. The reactionmixture was stirred at room temperature for 1 h. Separately, to a stirred solution of 4-rnethyl-7H- pvrroio[2,3-d]pyrimidine (0.053 g, 0.400 mmoi) in dry DMF (2 mE) was added NaH (0.024 g, 60% in mineral oil, 0.600 mmoi) at 0 The suspension was stirred at room temperature for 30 minutes. The suspension was then transferred to the solution originally containing the triol via syringe. The resulting reaction was stirred at room temperature for 2 Ii The reaction mixture wasthen quenched with saturated ammonium chloride (30 mE) and extracted with EtOAc (40 mL x3). The combined organic layers were washed with brine (40 mE), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by preparative TEC (1: 1 DCMIMeOH). The product was further purified by reverse phase column chromatography (ACN/water with 5 mM NH4HCO3 modifier) to afford(2R,3R,3aS,6S,6aR)-6-((2-ainino-3-fiuoroquinolin-7-yl)methyi}-2-(4-methyi-71-1-pyrrolo[2,3- d]pyrimidin-7-yi)hexalwdro-2H-cyclopenta[h]finan-3,3a-diol as a solid, MS: 450 (M + 1). ?HNMR (400 MHz, DMSO-d6) d 8.69 (s, 1H), 7.87 (d, 3 = 4.0 Hz, 1H), 7.74 (d, J = 11.6 Hz, IH), 7.52 (d, J 8.0 Hz, IH), 7.28 (s, 1H), 7.07 (d, 3:::: 8.0 Hz, 11-1), 6.82 (d, J =: 3.6 Hz, 1K), 6.66 (br s, 2H), 6.01 (d. J 8.0 Hz. 1H). 5.31 (d, J 7.2 FIz. 1K). 5,12 (s. 1K). 4,22 (d, J 7.6 FIz. il-i). 401 (d, J = 6.0 Hz, 1H), 2.84 – 2.79 (rn, 1H), 2.69 (5, 3H), 2.67 2.59 (in. IH), 2.28 2.22 (rn,1H), 1.98 1.94 (in. 11-1). 1.76 – 1.69 (rn, 2H), 1.58 1.53 (in. 1Ff).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,945950-37-8, 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 945950-37-8, 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. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

a- Synhtesis of Int. 402: A sol. of 4-methyl-7H-pyrrazolo[2,3-d]pyrimidine (3.11 g, 23.4 mmol) in DMF (40 mL) was cooled to 0C and treated with NaH 60% (1.40 g, 35.0 mmol). The r.m. was stirred at 0C for 2h then 2-(trimethylsilyl)ethoxymethyl chloride (4.96 mL, 28.0 mmol) was added. The r.m. was stirred at r.t. for 2h and diluted in EtOAc. The organic layer was washed with water and brine (twice), dried over MgS04 and evaporated in vacuo to give brown oil. The oil was purified by prep. LC (irregular SiOH 15-40 muiotaeta, 80g, Grace, mobile phase gradient: from DCM 100% to DCM 96%, MeOH 4%). The desired fractions were collected and solvent evaporated until dryness to give 3.53 g. The residue was purified by prep. LC (irregular SiOH 15-40 muiotaeta, 80g, Grace, mobile phase gradient: from DCM 100% to DCM 96%, MeOH 4%). The pure fractions were collected and solvent evaporated until dryness to give 1.56 g of Int. 402 as a brown oil (25%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,945950-37-8, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; PASQUIER, Elisabeth, Therese, Jeanne; DESCAMPS, Sophie; MERCEY, Guillaume, Jean, Maurice; WROBLOWSKI, Berthold; VIALARD, Jorge, Eduardo; MEERPOEL, Lieven; JEANTY, Matthieu, Ludovic; JOUSSEAUME, Thierry, Francois, Alain, Jean; WO2015/144799; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 945950-37-8, 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. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H7N3, 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.

Step 3: To a stirred solution of(3R,3aS,6aR)-6-((2-amino-3-chioroquinolin-7- vi)methyi)hexahvdro-2H-cyciopenta[b]furan-2,3,3a-triol (60 mg, 0171 mmol) in thy MeCN (1 mL) under argon was added (E)diazene-1,2diylbis(piperidin-LyImethanone) (64.7 mg, 0257 mmol) in MeCN (0.5 rnL) dropwise at () C. This was followed by the addition of tribulyiphosphine (0.068 n1., 0274 mmoi) in MeCN (C.5 mL) dropwise al 0 C. The resulting solution was stirred al 31) C for -i iv Separately, to a stirred solution of 4-methyi7Hpyrroio[2,3djpyrimidine (43.3 mg, 0.325 mmol) in dry DMF (1 inL) was added Na[1 (1231 mg.60% in mineral oil. 0308 mmol) at room temperature. The suspension was stirred at room temperature for 30 minutes, then the suspension was transferred to the solution originally containing the triol via syringe. The resulting reaction mixture was stirred at room temperature for 1 iv The reaction was quenched with water (10 mL) and extracted with EtOAc (2 x 10 mL).The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by reverse phase column chromatography (ACN/water with 10 mM NI-{4HC03 modifier) to afford (2R,3 R.3aS,6S.6aR)-6- ((2-amino-3-chioroquinohn-7-yi)mnethyI)-2-(4-mnethyl7Wpyrrolo[2,3-djpyrimi din-7- vi)hexahydro-2H-cyciopenta[b]furan3.3adioi as a solid. MS: 466 (M + 1). ?H-NMR (400 MHz.DMSOd6) oe 8.69 (s, IH), 8.12 (s, IH), 7.88 (d, J = 3.6 Hz, IH), 7.54 (d, J = 8.0 Hz, 1H), 7.28 (s,1H), 7.08 (dd, J == 8.4, 1.6 Hz, 1H), 6.82 (d, J == 3.6 Hz, 11-1), 6.64 (br s, 2H), 600 (d, J 8.4 Hz,1H), 5.31 (d, J = 6.8 Hz, 1H), 5.12 (s, 1H), 4.22 (t, J = 8.0 Hz, 1H). 400 (d, J = 6.0 Hz, 1H), 285279 (m, 1H), 2.69 (s, 3H), 2.65 2.60 (in, IH). 2.33 — 225 (m, 1H), 1.98 1.93 (in, IH). 1.80167 (m, 2H), 1.58 1.51 (m, IH).

According to the analysis of related databases, 945950-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 945950-37-8, 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, 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, Application In Synthesis of 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine

To 4-methyl-7H-pyrrolo[2,3-d]pyrimidine (42, 0.192 g, 1.44 mmol), propane-1-sulfonic acid (2,4-difluoro-3-formyl-phenyl)-amide (9, 0.456 g, 1.73 mmol), potassium hydroxide (0.263 g, 4.69 mmol) and 1.0 mL of methanol were added to provide a solution. The reaction was allowed to stir at room temperature for 30 hours, then quenched with water and adjusted to pH~5 with acetic acid and sodium bicarbonate and extracted with ethyl acetate and saturated sodium chloride. The organic layer was washed with water and brine, dried with magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography eluding with ethyl acetate and hexane with 4% acetic acid. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound as an off-white solid (P-0055, 215 mg). 1H-NMR(dmso-d6) showed it contains about >80% of the desired compound, used in the next step without further purification. MS(ESI) [M+H-]+=397.1.

The synthetic route of 945950-37-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plexxikon, Inc.; US2009/286783; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia