Sodium Azide → HCID 20605700, compound

Participants

Reaction Steps

A mixture of 4-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid propyl ester (2.0 g) and NaN3 (2.0 g) in 50 mL of trifluoroacetic acid is stirred at 60-80° C. for a period of 3 days during which additional 2.5 g NaN3 of is added on first, second and third day. After diluted with water, the mixture is extracted with Ethyl acetate. The extract is washed with NaHCO3, brine and concentrated under reduced pressure. The residue is subject to a silica gel chromatography eluting with 10% MeOH in CH2Cl2 to give 500 mg of 4-oxo-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-3-carboxylic acid propyl ester as a foam.

Provenance & Evidence