Potassium Carbonate → HCID 50943862, compound

Participants

Reaction Steps

A solution of N-tert-butyl-5-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-(3-hydroxypropyl)pyrimidin-2-yl)thiophene-2-sulfonamide (10 mg, 0.02 mmol) in TFA (1 mL) was heated to reflux for 0.5 h. The reaction was removed in vacuo, to which K2CO3 (43 mg, 0.31 mmol) in MeOH (5 mL) was added. After stirring at room temperature for 1 h the reaction mixture was filtered, the filtrate was concentrated and purified by HPLC-prepare to afford the desired compound 5-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-(3-hydroxy propyl)pyrimidin-2-yl)thiophene-2-sulfonamide (Compound 311) (6 mg, 66.7%, two step). LC-MS (m/z)=421 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ: 0.75-0.79 (m, 2H), 0.99-1.03 (m, 2H), 1.71 (q, J=6.4 Hz, 2H), 1.94-1.99 (m, 1H), 2.71 (t, J=6.4 Hz, 2H), 3.47 (t, J=6.4 Hz, 2H), 6.45 (s, 1H), 7.64 (d, J=4.0 Hz, 1H), 7.80 (s, 2H), 8.05 (d, J=3.2 Hz, 1H), 8.22 (s, 1H), 10.06 (bs, 1H).

Provenance & Evidence