Potassium Carbonate → HCID 178433065, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-chloro-2-methyl-6-phenylpyrrolo[3,2-d]pyrimidine (Example 1(e)) (230 mg, 0.94 mmol), 2-methylpyrrolidine (Alfa) (799 mg, 9.4 mmol), K2CO3 (650 mg, 4.7 mmol) in H2O (1.5 mL) was stirred at 105° C. for 20 h. Upon cooling to room temperature, the reaction mixture was diluted with H2O (20 mL) and extracted with EtOAc (3×15 mL). The organic phase was washed with H2O (20 mL), saturated NaCl (20 mL), dried over Na2SO4, and concentrated with a rotary evaporator. Chromatography on silica gel with a gradient eluant of MeOH (0-10%):CH2Cl2 (100-90%) afforded 250 mg (93%) of the title compound as an off-white solid. Mp: 219-221° C. 1H NMR (CDCl3; 400 MHz) δ 1.39 (d, 3, J=6.3), 1.79 (m, 1), 2.22-2.07 (m, 3), 2.58 (s, 3), 3.90 (m, 1), 4.04 (m, 1), 4.59 (m, 1), 6.74 (s, 1), 7.38 (t, 1, J=7.4), 7.46 (t, 2, J=7.4), 7.63 (d, 2, J=7.4), 8.31 (s, 1). MS m/z: 293 (M+1), 291 (M−1). HRMS: Calcd for M+H: 293.1766. Found: 293.1770.

Provenance & Evidence