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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748284Generated: October 31, 2026

Acetic Acid → 4-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylic acid

https://huagongshe.com/reaction/1748284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactantethyl 4-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylateHCID 67235919—
SolventEthanolHCID 702—
Product4-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylic acidHCID 6723596559.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution ethyl 4-methyl-1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indole-8-carboxylate (1.4 g, 4.9 mmol) in ethanol (50 mL) is added 1M NaOH (12.5 mL, 12.5 mmol) and the mixture is heated at 80° C. for 2 h. Acetic acid (10 mL) and water (650 mL) are added and the resulting solid is filtered and rinsed with water to afford the title compound (751 mg, 58%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150577B2
Source datasetuspto-grants-2015_10
ORD IDord-38e78e5115b148a892bc3c66056a2b18
Source noteuspto-grants-2015_10