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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056950Generated: November 1, 2026

Triethyl orthoacetate → 4-[4-(Cyclopropylmethoxy)-2-methyl-1H-benzimidazol-5-yl]-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

https://huagongshe.com/reaction/1056950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl orthoacetateHCID 66221—
Reactant4-[3,4-Diamino-2-(cyclopropylmethoxy)phenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-oneHCID 118093905—
Product4-[4-(Cyclopropylmethoxy)-2-methyl-1H-benzimidazol-5-yl]-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-oneHCID 118093971—

Reaction Steps

This compound was synthesized according to the procedure of Example 2 using 4-[3,4-diamino-2-(cyclopropylmethoxy)phenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one as the starting material and triethyl orthoacetate instead of ethyl orthoformate. 1H NMR (300 MHz, DMSO-d6) δ 12.23 (s, 1H), 11.99 (s, 0.3H), 11.93 (s, 0.7H), 7.33-7.19 (m, 1.2H), 7.18-7.00 (m, 2.8H), 6.17-6.10 (m, 0.3H), 6.10-6.02 (m, 0.7H), 4.37 (d, J=6.8 Hz, 2H), 3.62-3.51 (m, 3H), 1.09-0.89 (m, 1H), 0.41-0.25 (m, 2H), 0.17-0.06 (m, 1.4H), −0.01-−0.12 (m, 0.6H); LCMS calculated for C20H21N4O2 (M+H)+: m/z=349.2. found: 349.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399640B2
Source datasetuspto-grants-2016_07
ORD IDord-b706f92f1b484a85937f116da2a0cf79
Source noteuspto-grants-2016_07