Acetic Acid → HCID 67112027, compound

Participants

Reaction Steps

To 2-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine-2-yl)phenyl)propan-2-ol (0.715 g, 1.77 mmol) at 0° C. under argon was added 2-chloroacetonitrile (0.67 mL, 10.6 mmol), followed by acetic acid (1.4 mL) and sulfuric acid (0.90 mL). The resulting yellow reaction mixture was warmed to room temperature and stirred for 4 hours, during which LC-MS indicated completion of reaction. The reaction mixture was diluted with CH2Cl2 and washed with saturated NaHCO3 solution and brine; dried (MgSO4). The organic layer was filtered and concentrated in vacuo. ISCO purification with 10% to 40% EtOAc/Hexanes afforded 2-chloro-N-(2-(3-fluoro-4-(5-(1-phenylcyclopropyl)-thiazolo[5,4-b]pyridine-2-yl)phenyl)propan-2-yl)acetamide as a white amorphous solid. MS (ESI) m/z: Calculated: 480.0; Observed: 481.1 (M++1).

Provenance & Evidence