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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971016Generated: October 30, 2026

Hydrochloric Acid → 8-Fluoro-1-{[(1R,2R)-2-methyl-4-oxocyclohexyl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrile

https://huagongshe.com/reaction/1971016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant8-Fluoro-1-{[(7R,8R)-7-methyl-1,4-dioxaspiro[4.5]dec-8-yl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrileHCID 68669975—
SolventAcetoneHCID 180—
SolventEthyl AcetateHCID 8857—
Product8-Fluoro-1-{[(1R,2R)-2-methyl-4-oxocyclohexyl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrileHCID 68668975—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of 8-fluoro-1-{[(7R,8R)-7-methyl-1,4-dioxaspiro[4.5]dec-8-yl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrile (8.5 g, 22.3 mmol) in acetone (100 mL) was added HCl (1 M, 100 mL, 100 mmol). The mixture was heated to 50° C. for 1 h, diluted with EtOAc, and washed with 1 N NaOH. The organic layer was dried (sodium sulfate), and concentrated to afford the title compound. LRMS (APCI) calc'd for (C19H17FN4O) [M+H]+, 337.1. found 337.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431569B2
Source datasetuspto-grants-2013_04
ORD IDord-164e8088b8a44457ad962adc98e5cf88
Source noteuspto-grants-2013_04