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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724662Generated: November 4, 2026

Hydrochloric Acid → 6,7-Dihydro-4-hydroxy-7-isobutyl-6-oxo-n-(3-(piperidin-1-yl)propyl)thieno[2,3-b]pyridine-5-carboxamide hydrochloride salt

https://huagongshe.com/reaction/1724662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant6,7-dihydro-4-hydroxy-7-isobutyl-6-oxo-N-(3-(piperidin-1-yl)propyl)thieno[2,3-b]pyridine-5-carboxamideHCID 54683960—
SolventDichloromethaneHCID 6344—
Product6,7-Dihydro-4-hydroxy-7-isobutyl-6-oxo-n-(3-(piperidin-1-yl)propyl)thieno[2,3-b]pyridine-5-carboxamide hydrochloride saltHCID 5474920792%

Reaction Steps

To a solution of 6,7-dihydro-4-hydroxy-7-isobutyl-6-oxo-N-(3-(piperidin-1-yl)propyl)thieno[2,3-b]pyridine-5-carboxamide (0.11 g, 0.28 mmol) in dichloromethane (0.2 mL) was added hydrogen chloride (0.6 mL, 0.6 mmol, 1.0 M solution in diethyl ether). The reaction mixture became cloudy immediately. Additional amount of diethyl ether was added to cause more solid precipitation. These precipitates were collected by vacuum filtration, washed with ether and dried to give the title compound as an off-white solid (0.11 g, 92% yield). 1H NMR (400 MHz, CDCl3): δ 7.39 (d, 1 H), 7.11 (d, 1 H), 3.96 (d, 2 H), 3.60-2.25 (m, 8 H), 2.19-1.79 (m, 8 H), 0.99 (d, 6 H); MS: m/e 392 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488736B2
Source datasetuspto-grants-2009_02
ORD IDord-789918cf69514fd8b670ccec3062fdb9
Source noteuspto-grants-2009_02