Triphenylphosphine → HCID 68423251, compound

Participants

Reaction Steps

Compound 15 (850.0 mg, 2.30 mmol), PPh3 (1.60 g, 6 mmol), and the thiazole quinazoline 7 (820 mg, 2.72 mmol) were dissolved in THF (30 mL) in an ice bath. DIAD (1.18 ml, 6 mmol) was added dropwise. After stirring for 30 min, the mixture was stirred at RT for 2 days and then concentrated under vacuum. Flash column chromatography (silica, EtOAc—hexane) gave the Mitsunobu product. To a solution of this product (1.04 g, 1.60 mmol) and triethylsilane (460 mg, 4.00 mmol) in DCM (30 mL), TFA (30 mL) was added dropwise at RT. The mixture was stirred for 2 h at room temperature, evaporated under reduced pressure, and coevaporated twice with toluene. Flash column chromatography (silica, 94/6 DCM-MeOH) gave the title compound as a white solid (950 mg, 70%).

Provenance & Evidence