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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 365794Generated: October 25, 2026

4-Hydroxybenzaldehyde → Methyl 1,2,3,4-tetrahydro-1-(4-hydroxyphenyl)-9h-pyrido(3,4-b)indole-3-carboxylate

https://huagongshe.com/reaction/365794

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantL-Tryptophan, ethyl esterHCID 81996—
ProductMethyl 1,2,3,4-tetrahydro-1-(4-hydroxyphenyl)-9h-pyrido(3,4-b)indole-3-carboxylateHCID 11186332—

Reaction Steps

The same method but starting from racemic tryptophan ethyl ester and 4-hydroxybenzaldehyde gave the title compound as pale yellow crystals 1H NMR (DMSO) δ (ppm): 10.3 (s, 1H, NH-indole) 9.4 (s, 1H, OH); 7.8-7.5 (m, 8H, H aromatic); 5.1 (brs, 1H, H-1); 3.9 (m, 1H, H-3); 3.75 (s, 3H, CO2CH3) 3.1 (m, 1H, H-4); 2.8 (m, 1H, H-4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06127542
Source datasetuspto-grants-2000_10
ORD IDord-4bf31d65fb83436e859b153751a745ff
Source noteuspto-grants-2000_10