Allylamine → HCID 11961259, 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 (110 mg; 0.33 mmol; 1 eq.), is dissolved in DCM (10 ml). Allylamine (0.034 ml; 0.46 mmol; 1.40 eq.) and DIEA (0.17 ml; 0.98 mmol; 3 eq.) are added. After one hour, the solvents are evaporated. The crude product is purified by preparative HPLC, affording Compound (12) is obtained as white-off solid (75 mg; 50%). 1H NMR (DMSO-d6) δ 2.22 (s, 3H), 2.51 (s, 3H), 3.61 (m, 2H), 5.14 (m, 1H), 5.26 (m, 1H), 5.80 (m, 1H), 7.28 (d, J=3.8 Hz, 1H), 7.62 (d, J=3.8 Hz, 1H), 8.17 (t, J=6 Hz, 1H), 12.39 (s, 1H). M−(ESI): 356.12; M+(ESI): 358.12. HPLC, Rt: 3.06 min (purity: 100%).

Provenance & Evidence