Triethylamine → HCID 86621998, compound

Participants

Reaction Steps

2′-Acetylamino-4′-methyl-[4,5′]bithiazolyl-2-carbonyl chloride, prepared as in Step I of Example 13, described above (200 mg, 0.66 mmol, 1 eq.), is dissolved in THF (8 ml) and DCM (4 ml). (1R,5R,7R)-6,8-Dioxa-3-azabicyclo[3.2.1]oct-7-ylmethanol, synthesized according the literature (Guarna et al., 1999, J. Org. Chem., 64, 7347) (96.2 mg; 0.66 mmol; 1 eq.), and triethylamine (0.37 ml; 2.65 mmol; 4 eq.) are added and the mixture is stirred 1 hour at rt. Solvents are evaporated and the crude product is purified by preparative HPLC, affording Compound (51) as a white-off powder (110 mg; 40%). M− (ESI): 408.99; M+ (ESI): 410.89. HPLC (method A), Rt: 2.15 min (purity: 99.8%).

Provenance & Evidence