Water → HCID 50943778, compound

Participants

Reaction Steps

A solution of 2-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-2-(5-sulfamoylthiophen-2-yl)pyrimidin-5-yl)ethyl acetate (Compound 313) (200 mg, 0.45 mmol, 1.0 equiv.) and NaOH.aq (2 mL) in MeOH (5 mL) was stirred for 1 h at rt. Water was added and the mixture was extracted with EtOAc. The combined organic phases were washed (brine), dried (Na2SO4), filtered and concentrated to yield 5-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-(2-hydroxyethyl)pyrimidin-2-yl)thiophene-2-sulfonamide (Compound 239) (120 mg, 66%). LC-MS (m/z)=407.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6): δ 0.77-0.81 (m, 2H), 1.01-1.06 (m, 2H), 1.97-2.01 (m, 1H), 2.89 (t, J=5.6 Hz, 2H), 3.69 (d, J=5.6 Hz, 2H), 6.47 (s, 1H), 7.69 (d, J=4.0 Hz, 1H), 7.98 (s, 2H), 8.23 (s, 1H), 8.34 (d, J=3.2 Hz, 1H), 10.67 (s, 1H)

Provenance & Evidence