Hydrochloric Acid → Thieno[3,2-c]pyridine-2-carboxylic acid

HRID 876769Notes

Reaction equation

HRID 876769 reaction equation
[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[C:2]1[C:10]([O:12]C)=[O:11].O[Li].O.Cl>CO.O>[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH:3]=[C:2]1[C:10]([OH:12])=[O:11]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 22047666Methyl thieno[3,2-c]pyridine-2-carboxylate

Product 1

HCID 13580293Thieno[3,2-c]pyridine-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl thieno[3,2-c]pyridine-2-carboxylate (D-2) (12 g, 62.1 mmol) in MeOH (150 mL) and H2O (15 mL) was added LiOH.H2O (5.2 g, 124.2 mmol). The solution was stirred at room temperature overnight, and then acidified with 1N aqueous HCl. The resulting white precipitate was collected by filtration and air-dried to afford the title compound. MS (m/z): 179 (M)+.

Workup

  1. filtrationThe resulting white precipitate was collected by filtration
  2. customair-dried

Sources & evidence

ORD record
ord-90be16a73ab14217a01601673cc6a8d7
Source dataset
uspto-grants-2015_03
Patent number
US08987269B2

Reaction notes

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