4-Chloro-3-(trifluoromethyl)aniline → HCID 53346280, compound

Participants

Reaction Conditions

Reaction Steps

4-Amino-N-(5-amino-2-methylphenyl)thieno[3,2-d]pyrimidine-7-carboxamide (50 mg, 0.167 mmol) obtained in Step 3 of Example 39 was dissolved in anhydrous THF (1 mL), TEA (47 μL, 0.334 mmol) and triphosgene (17 mg, 0.059 mmol) were added thereto at 0° C., and the mixture was stirred for 2 hours. 4-Chloro-3-(trifluoromethyl)benzeneamine (49 mg, 0.251 mmol) was added to the reaction mixture, which was stirred at room temperature for 10 hours. The reaction mixture was diluted with ethyl acetate (10 mL) and washed with brine. The organic layer was dried with MgSO4, filtered and then concentrated under reduced pressure. The resulting mixture was purified by silica gel chromatography (MeOH/DCM=3/97) to obtain the title compound (54 mg, 60%).

Provenance & Evidence