Hydrochloric Acid → 4-Chloro-1H-pyrrolo(2,3-b)pyridine-5-carboxylic acid
Reaction equation
[Cl:1][C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][N:5]=[C:4]2[NH:13][CH:14]=[CH:15][C:3]=12.[OH-].[Na+].Cl>C(O)C>[Cl:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[C:4]2[NH:13][CH:14]=[CH:15][C:3]=12Participants
5
Conditions
- Temperature
- 50 °C
Procedure
To a solution of ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (100 mg) in ethanol (1 mL) was added 1M NaOH solution (0.89 mL) and the mixture was stirred at 50° C. for 2 hours. The mixture was cooled to 4° C. and acidified with 1M HCl and the precipitate was filtrated and washed with water to give 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (75 mg) as a white powder.
Workup
- temperatureThe mixture was cooled to 4° C.
- filtrationthe precipitate was filtrated
- washwashed with water
Sources & evidence
- ORD record
- ord-dc547dcd98934e2ba9704fe5eea667df
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08163767B2
Reaction notes
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