Sodium Hydroxide → HCID 117601845, compound

Participants

Reaction Conditions

Reaction Steps

To methyl 5-(3,5-dimethylisoxazol-4-yl)-2-(methylamino)-3-nitrobenzoate (2000 mg, 6.55 mmol) was added stannous chloride (3726.66 mg, 19.65 mmol) and Ethanol (100 ml) in a pressure tube. The suspension was then heated in sealed vessel to 120° C. for 90 minutes at which point the reaction was cooled then stirred in a mixture of EtAc/1N NaOH for 1 hour or until precipitates form. Precipitates were filtered and crude mixture was diluted in EtAc and water and extracted 3× with EtAc. Organics were washed with water then brine, dried over sodium sulfate and evaporated to dryness under reduced pressure. Residue was purified by silica gel chromatography using MeOH/DCM as the eluent to afford methyl 3-amino-5-(3,5-dimethylisoxazol-4-yl)-2-(methylamino)benzoate as a dark form (1.1 g, 61%)

Provenance & Evidence