Acetic Acid → HCID 44600328, compound

Participants

Reaction Steps

A solution of 3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzaldehyde (0.102 g, 0.27 mmol), azetidine (0.037 mL, 0.54 mmol) and acetic acid (0.063 mL, 1.1 mmol) in dichloromethane (3.00 mL, 0.27 mmol) and methanol (2.00 mL, 0.27 mmol), was stirred for 60 min at ambient temperature. The reaction mixture was treated with sodium cyanoborohydride (0.0086 g, 0.14 mmol) and was stirred for 10 min, concentrated in vacuo, and adsorbed onto silica gel. Silica gel chromatography (20-30% EtOAc/hexanes, followed by 40% (3% Et3N/EtOAc)/hexanes gave the title compound. MS (ESI) m/z: Calculated: 415.2; Observed: 416.1 (M++1).

Provenance & Evidence