Hydrochloric Acid → 4,5,6,7-Tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid hydrochloride

HRID 2388724Notes

Reaction equation

[S:1]1[C:9]2[CH2:8][CH2:7][N:6](C(OCC)=O)[CH2:5][C:4]=2[CH:3]=[C:2]1[C:15]([O:17]CC)=[O:16].[ClH:20]>[OH-].[K+]>[ClH:20].[S:1]1[C:9]2[CH2:8][CH2:7][NH:6][CH2:5][C:4]=2[CH:3]=[C:2]1[C:15]([OH:17])=[O:16]

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate (1.76 mmol) in 3.5 N potassium hydroxide solution (3 ml) was heated under reflux for 3 hours. The course of the reaction was monitored by thin layer chromatography. The reaction mixture was then cooled to 0° C. and acidified with concentrated hydrochloric acid. The solid which had precipitated was filtered out and dried. The desired product was obtained in a yield of 30%.

Workup

temperatureunder reflux for 3 hours
customThe solid which had precipitated
filtrationwas filtered out
customdried

Sources & evidence

ORD record: ord-b0fd010fb3bc4f9ab792a02ae03db004
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08268814B2

Reaction notes

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