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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661681Generated: October 31, 2026

1-Methylpiperazin-2-one → 6-chloro-1-methyl-2-[5-(4-methyl-3-oxo-piperazin-1-ylmethyl)-pyridin-3-yl]-1H-indole-3-carbonitrile

https://huagongshe.com/reaction/1661681

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methylpiperazin-2-oneHCID 4399042—
Reactant6-chloro-2-(5-formyl-pyridin-3-yl)-1-methyl-1H-indole-3-carbonitrileHCID 58215771—
Product6-chloro-1-methyl-2-[5-(4-methyl-3-oxo-piperazin-1-ylmethyl)-pyridin-3-yl]-1H-indole-3-carbonitrileHCID 58215564—

Reaction Steps

6-Chloro-2-(5-formyl-pyridin-3-yl)-1-methyl-1H-indole-3-carbonitrile (Example 126) and 1-methyl-piperazin-2-one are processed according to the method described in Example 170 to give 6-chloro-1-methyl-2-[5-(4-methyl-3-oxo-piperazin-1-ylmethyl)-pyridin-3-yl]-1H-indole-3-carbonitrile. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.70 (br. s., 2H), 2.82 (s, 3H), 3.09 (s, 2H), 3.29 (dd, J=11.0, 5.4 Hz, 2H), 3.73 (s, 2H), 3.80 (s, 3H), 7.36 (dd, J=8.6, 1.8 Hz, 1H), 7.72 (d, J=8.3 Hz, 1H), 7.96 (d, J=1.5 Hz, 1H), 8.09 (s, 1H), 8.74 (d, J=2.0 Hz, 1H), 8.81 (d, J=2.0 Hz, 1H). HRMS (ESI) m/z 394.1437 [(M+H)+ Calcd for C21H21ClN5O: 394.1435].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030334B2
Source datasetuspto-grants-2011_10
ORD IDord-6c02c1fe252a4378844a7a8b902e4b71
Source noteuspto-grants-2011_10