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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401408Generated: November 1, 2026

Hydrochloric Acid → Methyl 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-8-carboxylate

https://huagongshe.com/reaction/1401408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethyl 4-hydrazinobenzoate hydrochlorideHCID 2788448—
Reactant1-Methylpiperidin-4-one hydrochlorideHCID 12210057—
ProductMethyl 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-8-carboxylateHCID 1070332—

Reaction Conditions

Temperature100 °C

Reaction Steps

Methyl-4-hydrazinylbenzoate hydrochloride (1 equiv.) and 1-methylpiperidin-4-one HCl (0.76-1.4 equiv.) are taken aqueous HCl and heated at 100° C. overnight (the product was detected by LCMS). The reaction mixture is concentrated and refluxed (90° C.) in methanolic HCl overnight (product was detected by LCMS and TLC). The reaction mixture is concentrated and basified with aqueous NaHCO3 solution and extracted with EtOAc. The crude product is crystallized in DCM and ether and hexane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08907097B2
Source datasetuspto-grants-2014_12
ORD IDord-c9328bbdda3e4113865d35a0a99aaa80
Source noteuspto-grants-2014_12