tert-Butanol → HCID 44465850, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-1H-indole-3-carboxylic acid (Example 8), diphenylphosphoryl azide (1.1 eq) and triethyl amine (1.1 eq) in tert-BuOH was heated in microwave reactor at 90° C. for 1 hour. After cooling, the mixture was subjected to reversed phase preparative HPLC. Appropriate fractions were combined and evaporated, to provide [2-(3,5-dimethyl-isoxazol-4-yl)-1-(4-hydroxy-phenyl)-1H-indol-3-yl]-carbamic acid tert-butyl ester (E12). ES/MS m/z: 420.21 (M+H), 418.22 (M−H); 1H NMR (acetone-d6, 500 MHz): 7.61 (m, 1H), 7.26-7.13 (m, 5H), 6.93 (m, 2H), 2.22 (s, 3H), 1.89 (s, 3H) and 1.44 (s, 9H).

Provenance & Evidence