Methoxymethyl-triphenylphosphonium chloride → 2-(2-Fluoro-4-(2-methoxyvinyl)phenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine

Participants

Reaction Conditions

Reaction Steps

To (methoxymethyl)triphenylphosphonium chloride (1.0 g, 2.93 mmol) was added THF (26 mLl) before it was cooled to 0° C.; butyllithium (2.5 M in hexanes, 1.28 ml, 3.20 mmol) was then added and stirred for 15 min before 3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzaldehyde (1.00 g, 2.67 mmol) in THF (26 ml) was added to the reaction mixture. The reaction mixture was allowed to warm to ambient temperature and stir for 1 h to give 2-(2-fluoro-4-(2-methoxyvinyl)phenyl)-5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridine after flash chromatography. MS (ESI) m/z: Calculated: 402.1; Observed: 403.1 (M++H).

Provenance & Evidence