Trifluoroacetic acid → HCID 86664461, compound

Participants

Reaction Steps

2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile (25 g) was charged into ethanol (350 ml) at 25° C. to 30° C. and stirred for 10 minutes to 15 minutes to get a clear solution. 3-ethynyl aniline (11.1 g) followed triethyl orthoformate (20.86 g) was charged into reaction mass at 25° C. to 30° C. Trifluoroacetic acid (3.8 ml) was added slowly drop-wise into the reaction mixture at 25° C. to 30° C. and stirred for 30 minutes at 25° C. to 30° C. Trifluoroacetic acid (3.8 ml) was added slowly drop wise to reaction mixture at 25° C. to 30° C. and stirred for 30 minutes at 25° C. to 30° C. Again, trifluoroacetic acid (3.8 ml) was added slowly drop wise to reaction mixture at 25° C. to 30° C. and stirred for 30 minutes at 25° C. to 30° C. The reaction mixture was refluxed for about 24 hours at 75° C. to 80° C. and Cooled to 25° C. to 30° C. Ethanol (˜150 ml) was recovered from the reaction mixture under vacuum at 55° C. to 60° C. The solution obtained was Cooled to 25° C. to 30° C. and stirred for about 18 hours at 25° C. to 30° C. The solid obtained was filtered, washed with ethanol (2×25 ml) and dried under vacuum for about 18 hours at 40° C. to 45° C. to give erlotinib trifluoroacetate.

Provenance & Evidence