Category: 1192064-63-3

Reference of 1192064-63-3, Adding some certain compound to certain chemical reactions, such as: 1192064-63-3, name is 2,5-Dichloro-4-methylpyrimidine,molecular formula is C5H4Cl2N2, 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 1192064-63-3.

A sealed tube was charged with a stir bar, 4-[5-(3-amino-5-methylphenyl)-l,3-thiazol-2- yl]-l,4-diazepan-2-one (Intermediate XX, 75 mg, 0.25 mmol). 2,5-dichloro-4-methylpyrimidine (40 mg, 0.25 mmol), potassium carbonate (69 mg, 0.50 mmol), Pd2(dba)3 (23 mg, 0.025 mmol), and XPhos (59 mg, 0.124 mmol). The tube was evacuated and backfilled with argon three times. Fully degassed t-amyl alcohol (0.83 ml) was added and the tube was sealed and heated at 90 C for overnight. The resulting slurry was diluted with methanol, absorbed onto 1.5 g of silica, and purified via silica gel chromatography (0-20% methanol in ethyl acetate) to afford 54 mg (0.126 mmol, 51 % yield) of 4-(5-{3-[(5-Chloro-4-methylpyrimidin-2-yl)amino]-5-methylphenyl}-l,3- thiazol-2-yl)-l ,4-diazepan-2-one as a yellow solid. MS APCI: [M+H]+ m/z 429.1. 1H NMR (500 MHz, dmso) delta 9.73 (s, 1H), 8.42 (s, 1H), 7.74 (s, 1H), 7.59 (t, J = 5.0Hz, 1H), 7.46 (s, 1H), 7.37 (s, 1H), 6.91 (s, 1H), 4.16 (s, 2H), 3.78 (m, 2H), 3.21 (m, 2H), 2.44 (s, 3H), 2.26 (s, 3H), 1.78 (m, 2H). rhSyk = +++

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. 1192064-63-3, 2,5-Dichloro-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ALTMAN, Michael, D.; ARRINGTON, Kenneth, L.; BURCH, Jason; COTE, Bernard; FOURNIER, Jean-Francois; GAUTHIER, Jacques, Yves; KATTAR, Solomon; KNOWLES, Sandra Lee; LIM, Jongwon; MACHACEK, Michelle, R.; NORTHRUP, Alan, B.; REUTERSHAN, Michael, H.; ROBICHAUD, Joel, S.; SCHELL, Adam, J.; SPENCER, Kerrie, B.; WO2011/75560; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1192064-63-3 , The common heterocyclic compound, 1192064-63-3, name is 2,5-Dichloro-4-methylpyrimidine, molecular formula is C5H4Cl2N2, 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 mixture of 2,5-dichloro-4-methylpyrimidine (300 mg, 1.6 mmol), (R)-tert-butyl 3- aminopyrrolidine-l-carboxylate (263 mg, 1.6 mmol) and DIEA (619 mg, 4.8 mmol) in DMF (5 mL) was stirred at l20C for 5 hours. The mixture was cooled to RT, diluted with water (20 mL) and extracted with EtOAc (20 mL* 3). The combined organic phase was washed with brine (20 mL), dried over Na2S04, filtered and concentrated. The residue was purified by flash chromatography on silica gel (petroleum ether/EtOAc = 20/1) to afford (R)-tert-butyl 3-((5-chloro- 4-methylpyrimidin-2-yl)amino)pyrrolidine-l-carboxylate (250 mg, 50%) as a yellow solid. [M+H] Calc?d for Ci4H2iClN402, 313.1; Found, 313.1.

The synthetic route of 1192064-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KINNATE BIOPHARMA INC.; KANOUNI, Toufike; ARNOLD, Lee D.; KALDOR, Stephen W.; MURPHY, Eric A.; TYHONAS, John; (0 pag.)WO2020/6497; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1192064-63-3, name is 2,5-Dichloro-4-methylpyrimidine, molecular formula is C5H4Cl2N2, 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. Computed Properties of C5H4Cl2N2

N-butyllithium (1.6 M in hexanes, 4.99 mL) is added drop wise to diisopropylamine (1.13 mL) in tetrahydrofuran (20 mL) at -50 to -60 C. under an argon atmosphere. The mixture is stirred for 30 min at this temperature, cooled to -70 C., and 2,5-dichloro-4-methyl-pyrimidine (1.00 g) is added. After 1 h a solution of 4-formyl-piperidine-1-carboxylic acid tert-butyl ester (1.37 g) in tetrahydrofuran (10 mL) is added and the resulting mixture is stirred for another hour. The reaction is quenched with acetic acid solution (1% in ethanol, 10 mL) and the mixture is diluted with ethyl acetate. The organic phase is separated, washed with water and aqueous NaHCO3 solution, dried over MgSO4, and concentrated in vacuo. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 75:25?30:70) to give the title compound. LC (method 7): tR=1.40 min; Mass spectrum (ESI+): m/z=376 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 1192064-63-3.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/322784; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia