Ammonia → HCID 11993590, compound

Participants

Reaction Steps

5-[2-(acetylamino)-4-methyl-1,3-thiazol-5-yl]thiophene-2-sulfonyl chloride, prepared as in Step 1 of Example 9 (200 mg; 0.59 mmol; 1 eq.), is dissolved in DCM (10 ml). A solution of ammonia in MeOH (0.59 ml; 2 M; 1.19 mmol; 2 eq.) and DIEA (460.4 mg; 3.56 mmol; 6 eq.) are added. After one hour, the solvents are evaporated. The crude product is purified by preparative HPLC, affording Compound (17) as white-off solid (36 mg; 17%). 1H NMR (DMSO-d6) δ 2.14 (s, 3H), 2.42 (s, 3H), 7.16 (d, J=4.5 Hz, 1H), 7.50 (d, J=4.5 Hz, 1H), 7.72 (s, 2H), 12.30 (s, 1H). M−(ESI): 316.07; M+(ESI): 318.10. HPLC, Rt: 2.16 min (purity: 99.8%).

Provenance & Evidence