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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884536Generated: October 31, 2026

(2R)-2-[(carbomethoxy)methyl]-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carboxylic acid → (2R)-N-[[1-(4-hydroxybenzyl)-1H-indol-2-yl]methyl]-3-oxo-N,2,4-trimethyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carboxamide

https://huagongshe.com/reaction/1884536

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R)-2-[(carbomethoxy)methyl]-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carboxylic acidHCID 11220043—
Reactantmethyl((1-methyl-1H-indol-2-yl)methyl)amineHCID 11401058—
ReactantHCID 18346792HCID 18346792—
Reactant1-(4-Hydroxybenzyl)-2-(methylaminomethyl)indoleHCID 23505581—
Product(2R)-N-[[1-(4-hydroxybenzyl)-1H-indol-2-yl]methyl]-3-oxo-N,2,4-trimethyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carboxamideHCID 5419121490%

Reaction Steps

According to the procedure of Example 1 (a), except substituting 1-(4-hydroxybenzyl)-2-(methylaminomethyl)indole (0.40 g, 1.50 mmole) for the 1-methyl-2-(methylaminomethyl)indole, and substituting (2R)-2,4-dimethyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carboxylic acid (0.32 g, 1.37 mmole) for the (2R)-2-[(carbomethoxy)methyl]-4-methyl-3-oxo-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-7-carboxylic acid, the title compound (0.59 g, 90%) was prepared as an off-white solid: MS (ES) m/e 483 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06765005B2
Source datasetuspto-grants-2004_07
ORD IDord-999be130ed32473dacc10ea0430bbfaa
Source noteuspto-grants-2004_07