2-chloro-4-methyl-6-(pyrrolidin-1-yl)pyrimidine synthesis
- Product Name:2-chloro-4-methyl-6-(pyrrolidin-1-yl)pyrimidine
- CAS Number:425425-25-8
- Molecular formula:C9H12ClN3
- Molecular Weight:197.66
Yield:425425-25-8 78%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in N,N-dimethyl-formamide at 20; for 15 h;
Steps:
2 2-chloro-4-methyl-6-(pyrrolidin-1-yl) pyrimidine
In a 100 mL round-bottomed flask 2,4-dichloro-6-methylpyrimidine (1 g, 6.13 mmol) and pyrrolidine (0.436g, 6.13 mmol) were dissolved in DMF (10 mL) to give a colorless solution. N,N’-Diisopropylethylamine (2.13 7 mL, 12.27 mmol) was added and reaction mixture was stirred at room temperature for 15h. The reaction mixture was concentrated to dryness and purified with combiflash using ethyl acetate in hexane (10-30%) as eluent to get two pure fractions. Late eluting fraction on evaporation yielded 2-chloro-4-methyl-6- (pyrrolidin-1-yl) pyrimidine (0.940 g, 78 %) as a white crystalline solid. ‘H NIVIR (300 MHz, DMSO-d6) ppm 1.84 -2.10 (m, 4 H) 2.29 (s, 3 H) 3.38 (m, J=6.12 Hz, 2 H) 3.50 (t, J=6.12 Hz, 2 H) 6.41 (s, 1 H) MS (ES), (M+H) = 198.00 for C9H,2C1N3
References:
WO2015/181799,2015,A1 Location in patent:Page/Page column 19; 20
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