Hydrochloric Acid → HCID 59849175, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(2-methyl-7-nitro-1-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-piperidine-1-carboxylic acid tert-butyl ester (654 mg, 1.0 mmol), iron powder (280 mg, 5.0 mmol), and 1N hydrogen chloride (2 mL, 2.0 mmol) in ethanol (5 mL) is stirred at 80° C. for 1 h under nitrogen atmosphere. After cooling to room temperature, ice and 1N sodium hydroxide are added, the mixture is filtered. The filtrate is extracted with dichloromethane (twice). The combined organic layer is washed with water and then brine, dried over sodium sulfate, filtered and concentrated in vacuo to give 597 mg of 4-(7-amino-2-methyl-1-oxo-2,3-dihydro-1H-isoindol-4-yloxy)-piperidine-1-carboxylic acid tert-butyl ester, which is used for the next reaction without purification.

Provenance & Evidence