20090-58-8 | Pyrimidines

The origin of a common compound about 20090-58-8

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. 20090-58-8, 4-Chloro-5-methylpyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 20090-58-8 ,Some common heterocyclic compound, 20090-58-8, molecular formula is C5H6ClN3, 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.

4-chloro-5-methylpyrimidin-2-amine (100 mg, 0.697 mmol), 1- (methylsulfonyl)piperazine (458 mg, 2,79 mmol) and potassium carbonate (289 mg, 2.090 mmol) were suspended in DMA (2322 m.) and heated to 105 C for 16 h. After cooling to rt, the reaction mixture was decanted into EtOAc and H20. The aqueous phase was extracted with EtOAc (2x). The combined organic layers were washed with 10% Li Cl solution, dried over MgSOr and concentrated to a amber oil which was dried under vacuum to afford the titled compound (134 mg, 71%). 1H NMR (400 MHz, DMSO-d6) d 7.74 (s, 1H), 6.02 (s, 2H), 3.44 – 3.35 (m, 4H), 3.25 – 3.17 (m, 4H), 2.91 (s, 3H), 2.03 (s, 3H); LC/MS | M H i 272.1; LC RT 0 48 min (Column: BEH C18 2 1 x 50mm; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: acetonitrile with 0.05% TFA; Temperature: 50 C; Gradient: 2-98% B over 1.7 min; Flow: 0.8 mL/min).

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; TARBY, Christine M.; NORRIS, Derek J.; LO, Julian C.; AHUJA, Vijay T.; SEITZ, Steven P.; GAVAI, Ashvinikumar V.; TOKARSKI, John S.; RAJASAGI, Mohini; WICHROSKI, Michael; BROEKEMA, Matthias; (155 pag.)WO2019/213340; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The important role of 4-Chloro-5-methylpyrimidin-2-amine

According to the analysis of related databases, 20090-58-8, the application of this compound in the production field has become more and more popular.

Related Products of 20090-58-8, Adding some certain compound to certain chemical reactions, such as: 20090-58-8, name is 4-Chloro-5-methylpyrimidin-2-amine,molecular formula is C5H6ClN3, 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 20090-58-8.

A solution of 4-chloro-5-methylpyrimidin-2-amine (30 mg, 0.20 mmol) in ethanol (0.5 ml) was treated with triethylamine (0.058 ml, 0.41 mmol) and 2,2-dimethyl-3- (methylamino)propan-l-ol (36.7 mg, 0.31 mmol) and the mixture was irradiated in a microwave reactor at 150C for 3.5 h, then quenched with 6N HCl (0.070 ml, 0.41 mmol) and the residue was purified by mass-triggered preparative HPLC (Mobile phase: A = 0.1% TFA/H2O, B = 0.1% TFA/MeCN; Gradient: B = 0 – 30%; 12 min; Column: CI 8) to give 3-((2-amino-5- methylpyrimidin-4-yl)(methyl)amino)-2,2-dimethylpropan-l-ol 2,2,2-trifluoroacetate (6 mg, 0.018 mmol, 8% yield) as a white solid. MS (ES+) C11H20N4O requires: 224, found: 225 [M+H]+. NMR (600 MHz, de-DMSO) delta: 11.95 (brs, 1H), 7.57 (s, 1H), 7.47 (brs, 2H), 4.65 (brs, 1H), 3.71 (brs, 2H), 3.35 (s, 3H), 3.16 (s, 2H), 2.22 (s, 3H), 0.83 (s, 6H).

According to the analysis of related databases, 20090-58-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOARD OF REGENTS, UNIVERSITY OF TEXAS SYSTEM; LEWIS, Richard, Thomas; JONES, Philip; PETROCCHI, Alessia; REYNA, Naphtali; HAMILTON, Matthew, Michael; LEO, Elisabetta; (74 pag.)WO2016/145383; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Share a compound : 4-Chloro-5-methylpyrimidin-2-amine

Statistics shows that 20090-58-8 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-5-methylpyrimidin-2-amine.

Application of 20090-58-8, 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.20090-58-8, name is 4-Chloro-5-methylpyrimidin-2-amine, molecular formula is C5H6ClN3, molecular weight is 143.5742, as common compound, the synthetic route is as follows.

To a solution of 4-chloro-5-methylpyrimidin-2-amine (25 mg, 0.17 mmol) in Dioxane (0.5 ml) were added 2,2-dimethylpropane-l,3-diol (19.95 mg, 0.19 mmol) and NaH 60% dispersion in mineral oil (13.93 mg, 0.34 mmol) and the resulting mixture was stirred at 60 C overnight. The mixture was quenched with 6N HCl (0.058 ml, 0.34 mmol) and the volatiles were removed under reduced pressure. The residue was purified by mass-triggered preparative HPLC (Mobile phase: A = 0.1% TFA/H2O, B = 0.1% TFA/MeCN; Gradient: B = 10 – 50%; 12 min; Column: C18) to give 3-((2-amino-5-methylpyrimidin-4-yl)oxy)-2,2-dimethylpropan-l-ol (5.2 mg, 0.025 mmol, 14% yield) as a white solid. MS (ES+) C10H17N3O2 requires: 211, found: 212 [M+H]+. NMR (600 MHz, de-DMSO) delta: 8.04 (brs, 2H), 7.95 (s, 1H), 4.68 (brs, 1H), 4.13 (brs, 2H), 3.26 (s, 2H), 1.97 (s, 3H), 0.92 (s, 6H).

Statistics shows that 20090-58-8 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-5-methylpyrimidin-2-amine.