Triethylamine → HCID 11990107, 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). 1-Acetylpiperazine (Aldrich) (81.5 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 (45) as a pale yellow powder (127.9 mg; 61%). 1H NMR (DMSO-d6, 300 MHz) δ 2.04 (s, 3H), 2.13 (s, 3H), 2.49 (s, 3H), 3.57 (m, 4H), 3.65 (m, 1H), 3.70 (m, 1H), 4.25 (m, 1H), 4.35 (m, 1H), 8.01 (s, 1H), 12.16 (s, 1H). M− (ESI): 392.14; M+ (ESI): 394.15. HPLC (method A), Rt: 2.41 min (purity: 100%).

Provenance & Evidence