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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775917Generated: October 25, 2026

Formaldehyde → 2-(7-chloro-2-methyl-3,4-dihydro-1H-pyrido[3,4-b]indol-9(2H)-yl)-1-(6-methylpyridin-3-yl)ethanol

https://huagongshe.com/reaction/1775917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantTrifluoroacetic acidHCID 6422—
Reactantm-Chlorophenylhydrazine hydrochlorideHCID 75331—
Reactant4,4-Diethoxy-N-methylbutan-1-amineHCID 13994547—
Reactant[2-(6-Chloro-1h-indol-3-yl)ethyl](methyl)amineHCID 21071655—
SolventAcetonitrileHCID 6342—
SolventSodium hydrideHCID 24758—
Solvent2-Methyl-5-(oxiran-2-yl)pyridineHCID 15713588—
Solvent7-chloro-2-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indoleHCID 57930478—
Product2-(7-chloro-2-methyl-3,4-dihydro-1H-pyrido[3,4-b]indol-9(2H)-yl)-1-(6-methylpyridin-3-yl)ethanolHCID 44242180—

Reaction Steps

The title compound is prepared by following General Methods 3, 4 and 8 by using 3-chlorophenylhydrazine hydrochloride and 4,4-diethoxy-N-methylbutan-1-amine (General Method 3), 2-(6-chloro-1H-indol-3-yl)-N-methylethanamine, formaldehyde and TFA in acetonitrile (General Method 4) and 7-chloro-2,3,4,9-tetrahydro-2-methyl-1H-pyrido[3,4-b]indole, 2-methyl-5-(oxiran-2-yl)pyridine and NaH (General Method 8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260429B2
Source datasetuspto-grants-2016_02
ORD IDord-fbb606610dc6429b864e1308942ab289
Source noteuspto-grants-2016_02