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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874199Generated: October 26, 2026

N-(pyridin-2-ylmethyl)ethanamine → N-ethyl-N-(2-pyridinylmethyl)-2-(4-chlorophenyl)-7-methylimidazo[1,2-a]pyridine-3-acetamide.hydrochloride

https://huagongshe.com/reaction/874199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(pyridin-2-ylmethyl)ethanamineHCID 4723804—
ReactantEther hydrochlorideHCID 10953452—
Reactant2-(4-Chlorophenyl)-7-methylimidazo[1,2-a]pyridine-3-acetic acidHCID 18545713—
SolventDichloromethaneHCID 6344—
ProductN-ethyl-N-(2-pyridinylmethyl)-2-(4-chlorophenyl)-7-methylimidazo[1,2-a]pyridine-3-acetamide.hydrochlorideHCID 5659151651.2%

Reaction Steps

According to the method of Example 13, 2-(4-chlorophenyl)-7-methylimidazo[1,2-a]pyridine-3-acetic acid and N-(2-pyridinylmethyl)ethylamine were used as raw materials for synthesis, salified with hydrochloric acid-ethyl ether solution in dry dichloromethane, then crystallized with methanol-tetrahydrofuran to obtain a corresopnding hydrochloride pure product. Yellow solid powder, yield 51.2%. m.p. 178-180° C., ESI-MS m/z: 420[M+H]+, 1H NMR(D2O, 400 MHz)δ: 0.95(t, 0.5H, J=7.00 Hz), 1.14(t, 2.5H, J=7.00 Hz), 2.38(s, 2.5H), 2.40(s, 0.5H), 3.30(q, 0.4H, J=7.00 Hz), 3.56(q, 1.6H, J=7.00 Hz), 4.14(s, 0.4H), 4.36(s, 1.6H), 4.76(s, 1.6H), 4.86(s, 0.4H), 7.14-7.24(m, 1H), 7.30-7.46(m, 4H), 7.50(s, 1H), 7.69-7.75(m, 2H), 8.11-8.13(m, 1H), 8.33-8.53(m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980887B2
Source datasetuspto-grants-2015_03
ORD IDord-f7d17342d4924ead98e944f8bffa99b7
Source noteuspto-grants-2015_03