Hydrochloric Acid → HCID 68182969, compound

Participants

Reaction Steps

(2S,4R)-1-tert-butyl 2-methyl 4-(4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzamido)pyrrolidine-1,2-dicarboxylate (500 mg, 0.708 mmol), was dissolved in THF (Ratio: 1.000, Volume: 4 mL) followed by the addition of LiOH (85 mg, 3.54 mmol) and Water (Ratio: 1.000, Volume: 4). The reaction was headed to 65° C. for 2 h. The reaction was diluted with EtOAc and acidified with 1N HCl. The organic layer was collected, washed with brine, dried over sodium sulfate, and concentrated under vacuum to give (2R,4S)-1-(tert-butoxycarbonyl)-4-(4-(4-(1-(4-chlorophenyl)cyclopropylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzamido)pyrrolidine-2-carboxylic acid (490 mg) which was used in the next step without further purification. 1H NMR (400 MHz, MeOD) δ ppm 1.33-1.41 (m, 4H), 1.45 (s, 9H), 2.28-2.49 (m, 2H), 3.40-3.47 (m, 1H), 3.85 (dd, J=10.7, 6.9 Hz, 1H), 4.33-4.47 (m, 1H), 4.60-4.72 (m, 1H), 4.86-4.93 (m, 2H), 7.20-7.32 (m, 4H), 7.59-7.71 (m, 3H), 7.77-7.89 (m, 1H); LC-MS (Condition A), MS m/z (M++H) 692.0.

Provenance & Evidence