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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629886Generated: November 1, 2026

Hydrochloric Acid → 5-(4-Aminocyclohex-1-en-1-yl)-1-(2,2-dimethylpropyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one

https://huagongshe.com/reaction/629886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDichloromethaneHCID 6344—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyl {4-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl]cyclohex-3-en-1-yl}carbamateHCID 71128770—
SolventMethanolHCID 887—
Product5-(4-Aminocyclohex-1-en-1-yl)-1-(2,2-dimethylpropyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-oneHCID 71117107—

Reaction Steps

To a round bottom flask was added tert-butyl {-4-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl]cyclohex-3-en-1-yl}carbamate (17-1) (338 mg, 0.815 mmol), DCM (2 mL), MeOH (2 mL), and a 4N solution of HCl in EtOAc (2.038 ml, 8.15 mmol). The reaction mixture was then capped & stirred at room temperature for several hours. The reaction was then concentrated to yield 5-(4-Aminocyclohex-1-en-1-yl)-1-(2,2-dimethylpropyl)-3-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (17-2) as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315518B2
Source datasetuspto-grants-2016_04
ORD IDord-ae5263552e2440ad8af6dbd9897d41a2
Source noteuspto-grants-2016_04