4-Bromoaniline → HCID 86602397, compound

Participants

Reaction Conditions

Reaction Steps

Under argon, isobutyl chloroformate (357 μl, 2.75 mmol) is added at 0° C. to an indazole-3-carboxylic acid solution (405 mg, 2.5 mmol) in THF (50 ml), followed by N-methylmorpholine (302 μl, 2.75 mmol). The reaction mixture is stirred for 15 min at 0° C. and then 4-bromoaniline (860 mg, 5 mmol) is added. The ice bath is removed and the stirring is maintained overnight. The solvent is evaporated under vacuum. The residue is taken up in an AcOEt/H2O mixture. The evaporation of the organic solution after drying over MgSO4 gives a crude compound (1.27 g) which is chromatographed on silica, eluting with CH2Cl2. The compound thus obtained is recrystallized from isopropanol.

Provenance & Evidence