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

HRID 2388679Notes

Reaction equation

HRID 2388679 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

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14254905Diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate

Product 1

HCID 686439894,5,6,7-Tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid hydrochlorideYield 30%

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Conditions

Temperature
0 °C

Procedure

Diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate (1.76 mmol) in 3.5 N KOH solution (3 ml) was refluxed for 3 h (monitored by TLC). The reaction mixture was cooled to 0° C. and acidified with conc. HCl. The solid was collected by filtration and dried to give the desired product. Yield: 30%.

Workup

  1. filtrationThe solid was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-e903220b56f14803b324aa1a040c7202
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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