Hydrochloric Acid → HCID 58169579, compound

Participants

Reaction Steps

tert-Butyl 2-(5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamido)ethylcarbamate (Compound 78) (70 mg, 12.96 mmol, 1 equiv.) was added into HCl in MeOH and the resulting mixture was stirred at room temperature for 2 h. The mixture was adjusted pH10 with Na2CO3, and extracted with EA (50 mL×3). The organic phase was combined and washed with brine, dried (Na2SO4), evaporated to afford N-(2-aminoethyl)-5-(5-chloro-4-(5-cyclopropyl-1H-pyrazol-3-ylamino)pyrimidin-2-yl)thiophene-2-sulfonamide (Compound 75) (38.3 mg, 67%). LC-MS (m/z)=440 [M+H]+; 1H NMR (400 MHz, DMSO-d6): δ 0.81-0.82 (m, 2H), 1.03-1.05 (m, 2H), 2.01-2.03 (m, 1H), 2.90 (q, J=5.6 Hz, 2H), 3.15 (q, J=6.0 Hz, 2H), 6.43 (s, 1H), 7.71 (d, J=4.0 Hz, 1H), 7.85 (d, J=3.6 Hz, 1H), 8.18 (s, 1H), 8.48 (d, J=5.6 Hz, 1H), 8.55 (s, 1H), 9.83 (d, J=20.8 Hz, 1H)

Provenance & Evidence