Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 86636503, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-({[(pyridin-3-ylmethoxy)carbonyl]amino}methyl)benzoic acid (0.1 g, 0.35 mmol), tert-butyl (3-amino-1-phenyl-1H-pyrazol-4-yl)carbamate (0.096 g, 0.35 mmol), and N,N-diethylisopropylamine (0.049 g, 0.35 mmol) in methylene chloride (5 mL) was treated with BOP (0.23 g, 0.52 mmol) and heated to 60° C. for 1 hour. The reaction was loaded directly onto a silica column and purified by flash chromatography (0-3% methanol/methylene chloride) to give pyridin-3-ylmethyl {4-[({4-[(tert-butoxycarbonyl)amino]-1-phenyl-1H-pyrazol-3-yl}amino)carbonyl]benzyl}carbamate as a white solid. 1H NMR (CD3OD) δ 8.57 (s, 1H), 8.48 (d, J=4.99 Hz, 1H), 8.38 (s, 1H), 7.97 (d, J=7.92 Hz, 2H), 7.87 (d, J=7.92 Hz, 1H), 7.72 (d, J=7.92 Hz, 2H), 7.44 (m, 5H), 7.27 (t, J=7.33 Hz, 1H), 5.18 (s, 2H), 4.38 (s, 2H), 1.50 (s, 9H).

Provenance & Evidence