Hydrochloric Acid → 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

HRID 452622Notes

Reaction equation

C([N:4]1[C:8]2[N:9]=[CH:10][CH:11]=C(C#N)[C:7]=2[CH:6]=[CH:5]1)(=O)C.[OH-:15].[Na+].[CH2:17]([OH:19])[CH3:18].Cl>O>[NH:4]1[C:8]2[N:9]=[CH:10][CH:11]=[C:18]([C:17]([OH:15])=[O:19])[C:7]=2[CH:6]=[CH:5]1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 1-acetyl-1H-pyrrolo[2,3-b]pyridine-4-carbonitrile (1.80 g, 11.10 mmol), 2 M aqueous sodium hydroxide solution (25 mL) and ethanol (25 mL) was stirred at 90° C. for 16 hr. The reaction mixture was neutralized with hydrochloric acid and diluted with water. The precipitate was collected by filtration, and washed with water and diethyl ether to give the title compound (1.51 g, yield 84%) as pale-yellow crystals.

Workup

filtrationThe precipitate was collected by filtration
washwashed with water and diethyl ether

Sources & evidence

ORD record: ord-0225558ae596489fab4eb4960642631b
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492378B2

Reaction notes

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