Hydrochloric Acid → HCID 86638722, compound

Participants

Reaction Conditions

Reaction Steps

2-(2-Fluoro-4-(2-methoxyvinyl)phenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine (570 mg, 1.42 mmol) was dissolved in 1,4-dioxane (14 mL) before concentrated hydrochloric acid (1.18 mL, 14.16 mmol) was added and stirred at 65° C. for 1 h. The reaction mixture was diluted with 100 mL of DCM, added to a separatory funnel, partitioned with 1 N NaOH (aqueous), washed with sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, and concentrated via rotovap to give 2-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)acetaldehyde after flash chromatography. MS (ESI) m/z: Calculated: 388.1; Observed: 389.0 (M++H).

Provenance & Evidence