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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971008Generated: November 1, 2026

p-Toluenesulfonic acid monohydrate → 7-Chloro-1-{[(1R,2R)-2-methyl-4-oxocyclohexyl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrile

https://huagongshe.com/reaction/1971008

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant7-Chloro-1-{[(7R,8R)-7-methyl-1,4-dioxaspiro[4.5]dec-8-yl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrileHCID 68669252—
SolventAcetoneHCID 180—
SolventEthyl AcetateHCID 8857—
Product7-Chloro-1-{[(1R,2R)-2-methyl-4-oxocyclohexyl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrileHCID 68669645—

Reaction Steps

To a stirred solution of 7-chloro-1-{[(7R,8R)-7-methyl-1,4-dioxaspiro[4.5]dec-8-yl]amino}-5H-pyrido[4,3-b]indole-4-carbonitrile (147 mg, 0.37 mmol) in acetone (15 mL) was added pTsOH.H2O (176 mg, 0.93 mmol). The mixture was left to stir overnight, diluted with EtOAc, and washed with aqueous sodium bicarbonate solution. The organic layer was dried (sodium sulfate), and concentrated to afford the title compound. LRMS (APCI) calc'd for (C19H17ClN4O) [M+H]+, 353.1. found 353.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431569B2
Source datasetuspto-grants-2013_04
ORD IDord-a94490514eef411e98461c090881f17b
Source noteuspto-grants-2013_04