Triphenylphosphine → HCID 57794622, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 4-(8-fluoro-2-oxo-1,2-dihydroquinazolin-3[4H]-yl)-N-(2{7-methyl-1H-indazol-5-yl}-1-{1H-tetrazol-5-yl}ethyl)piperidin-1-carboxamide (50 mg, 0.1 mmol) and tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate (22 mg, 0.11 mmol) in dry tetrahydrofuran (3.0 mL) at 0° C. was added in one portion triphenylphosphine (27.5 mg, 0.11 mmol) followed by a dropwise addition of diethylazodicarboxylate (10 μL, 0.105 mmol). The resulting mixture was stirred briefly at 0° C. and then allowed to warm to room temperature. After 16 h, the solvent was removed and the residue purified by column chromatography to afford tert-butyl-4-({5-(1-[4-(8-fluoro-2-oxo-1,2-dihydroquinazolin-3 [4H]-yl)piperidine-1-carboxamido]-2-(7-methyl-1H-indazol-5-yl)ethyl)-1H-tetrazol-1-yl}methyl)piperidine-1-carboxylate. MS: tR=1.44 min, 716.17 (MH)+ and tert-butyl-4-({5-(1-[4-(8-fluoro-2-oxo-1,2-dihydroquinazolin-3[4H]-yl)piperidine-1-carboxamido]-2-(7-methyl-1H-indazol-5-yl)ethyl)-2H-tetrazol-1-yl}methyl)piperidine-1-carboxylate. MS: tR=1.45 min, 716.16 (MH)+.

Provenance & Evidence