Triethylamine → HCID 86621997, 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). (1S,5S,7S)-6,8-dioxa-3-azabicyclo[3.2.1]oct-7-ylmethanol, synthesized according the literature (Guarna et al J. Org. Chem. 1999, 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 (49) as a white-off powder (73 mg; 26%). M− (ESI): 409.16; M+ (ESI): 411.07. HPLC (method A), Rt: 2.16 min (purity: 95.46%).

Provenance & Evidence