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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717933Generated: October 31, 2026

4-(Aminomethyl)benzonitrile → N-(imidazo[1,2-a]pyridin-7-ylmethyl)-2-[4-(propan-2-yl)piperazin-1-yl]-1,3-thiazole-5-carboxamide

https://huagongshe.com/reaction/717933

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Aminomethyl)benzonitrileHCID 82608—
Reactant2-bromo-N-(imidazo[1,2-a]pyridin-6-yl)thiazole-5-carboxamideHCID 86701929—
Reactant2-bromo-N-(imidazo[1,2-a]pyridin-7-ylmethyl)thiazole-5-carboxamideHCID 86701947—
ProductN-(imidazo[1,2-a]pyridin-7-ylmethyl)-2-[4-(propan-2-yl)piperazin-1-yl]-1,3-thiazole-5-carboxamideHCID 72699524—

Reaction Steps

The title compound was prepared as in Example 53B, substituting 1-isopropylpiperazine for 4-cyanobenzylamine and 2-bromo-N-(imidazo[1,2-a]pyridin-7-ylmethyl)thiazole-5-carboxamide for 2-bromo-N-(imidazo[1,2-a]pyridin-6-yl)thiazole-5-carboxamide. 1H NMR (300 MHz, DMSO-d6) ppm 8.80 (t, J=5.9 Hz, 1H), 8.48 (d, J=7.1 Hz, 1H), 7.88 (s, 1H), 7.87 (s, 1H), 7.52 (d, J=1.4 Hz, 1H), 7.37 (s, 1H), 6.81 (dd, J=7.1, 1.7 Hz, 1H), 4.42 (d, J=6.1 Hz, 2H), 3.41-3.48 (m, 4H), 2.64-2.79 (m, 1H), 2.51-2.57 (m, 4H), 0.98 (d, J=6.4 Hz, 6H); MS (ESI(+)) m/e 385 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193723B2
Source datasetuspto-grants-2015_11
ORD IDord-20db0c45698c4bc1b76fb5f584461ec0
Source noteuspto-grants-2015_11