Hydrochloric Acid → 1-(thiazol-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

HRID 624669Notes

Reaction equation

HRID 624669 reaction equation
[OH-].[K+].[S:3]1[CH:7]=[CH:6][N:5]=[C:4]1[N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[C:10]([C:17]([O:19]C)=[O:18])=[CH:9]1.Cl>CO.O>[S:3]1[CH:7]=[CH:6][N:5]=[C:4]1[N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[C:10]([C:17]([OH:19])=[O:18])=[CH:9]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 90030953methyl 1-(thiazol-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate

Product 1

HCID 900685261-(thiazol-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

Potassium hydroxide (38.5 mg, 0.687 mmol) was added to a solution of methyl 1-(thiazol-2-yl)-1H-pyrrolo[2,3-b]pyridine-3-carboxylate (35.6 mg, 0.137 mmol) in MeOH (343 μl) and water (343 μl) at RT. The mixture was heated at 100° C. for 2 h. After cooling to RT, the mixture was acidified with 2 N HCl and then concentrated under reduced pressure. The crude mixture was used without further purification.

Workup

  1. temperatureAfter cooling to RT
  2. concentrationconcentrated under reduced pressure
  3. customThe crude mixture was used without further purification

Sources & evidence

ORD record
ord-0a8e767de5874d75a840f5d1131c7c8b
Source dataset
uspto-grants-2016_04
Patent number
US09303045B2

Reaction notes

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