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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1903115Generated: October 31, 2026

Triethylamine → 6-Diethoxyphosphoryl-beta-carboline-3-carboxylic-acid-ethylester

https://huagongshe.com/reaction/1903115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethylphosphiteHCID 3780918—
Reactantethyl 6-iodo-9H-pyrido[3,4-b]indole-3-carboxylateHCID 13037317—
CatalystPalladiumHCID 23938—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product6-Diethoxyphosphoryl-beta-carboline-3-carboxylic-acid-ethylesterHCID 1313623928.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

1.46 g of 6-iodo-beta-carboline-3-carboxylic-acid-ethylester is added anhydrously to a mixture of 608 g of diethylphosphite, 448 g of triethylamine, 240 mg of palladium tetrakristriphenylphosphine and 60 ml of N-methyl-2-pyrrolidone and is stirred for 12 h at 90° C. After concentration is an oil pump vacuum, the residue is chromatographed on 75 g of silica gel with methylene-chloride/acetone in the ratio of 1/1 as the eluant. The corresponding consolidated fractions are chromatographed on 25 g of silica gel with methylene-chloride/ethanol=10/2 as the eluant. 421 mg of 6-diethoxyphosphoryl-beta-carboline-3-carboxylic-acid-ethylester in the form of an oil is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04435403
Source datasetuspto-grants-1984_03
ORD IDord-71248a9906a94fd99d49915d3f713d54
Source noteuspto-grants-1984_03