Triethylamine → HCID 11990105, compound

Participants

Reaction Steps

2′-Acetylamino-4′-methyl-[4,5′]bithiazolyl-2-carbonyl chloride, prepared as in Step I of Example 13, described above (160 mg, 0.53 mmol, 1 eq.), is dissolved in THF (8 ml) and DCM (4 ml). 3-Pyrrolidinol (Fluka) (55.4 mg; 0.64 mmol; 1.20 eq.) and triethylamine (0.22 ml; 1.59 mmol; 3 eq.) are added and the mixture is stirred overnight at rt. Solvents are evaporated and the crude product is purified by preparative HPLC, affording Compound (43) as a white-off powder (40.1 mg; 21.5%). 1H NMR (DMSO-d6, 300 MHz) δ 1.75-2.12 (m, 3H), 2.12 (s, 3H), 2.48 (s, 3H), 3.45-3.70 (m, 2H), 3.90-4.25 (m, 2H), 4.31-4.40 (m, 1H), 7.97 (s, 1H), 12.13 (s, 1H). M− (ESI): 353.07; M+ (ESI): 351.09. HPLC(method A), Rt: 2.21 min (purity: 99.3%).

Provenance & Evidence