phenyl 3-(1-methyl-1H-tetraazol-5-yl)phenylcarbamate → HCID 69039811, compound

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Reaction Steps

A solution of (6S,7R)-2-(4-fluorobenzyl)-2-aza-spiro[5.5]undec-7-ylamine (90 mg, 0.32 mmol) in tetrahydrofuran (2 mL) was treated with [3-(1-methyl-1H-tetrazol-5-yl)-phenyl]-carbamic acid phenyl ester (123 mg, 0.42 mmol), and the mixture was stirred at room temperature overnight. The solvent was removed under vacuum and the resulting solid was purified by chromatography on silica gel, eluting with 0.2:1.8:98 ammonium hydroxide/methanol/dichloromethane, to give the desired product (80 mg). 1H NMR (300 MHz, CDCl3) δ8.27 (bs, 1H), 7.94 (d, J=9 Hz, 1H), 7.82 (bs, 1H), 7.39 (t, J=8 Hz, 1H), 7.26-7.19 (m, 3H), 6.98-6.91 (m, 2H), 6.21 (bs, 1H), 4.17 (s, 3H), 3.98 (bs, 1H), 3.35 (m, 2H), 2.50-2.15 (m, 3H), 1.85 (m, 2H), 1.65-1.20 (m, 11H). Mass spec (ES+) m+/z 478.4 (M+H+).

Provenance & Evidence