Water → Methanone, (4-chloro-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-imidazol-1-yl-

HRID 1360181Notes

Reaction equation

HRID 1360181 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][N:5]=[C:4]2[NH:11][CH:12]=[CH:13][C:3]=12.CO[C:16]([CH2:18][NH2:19])=O.Cl.O.[CH3:22][N:23](C)C=O>>[Cl:1][C:2]1[C:7]([C:8]([N:19]2[CH:18]=[CH:16][N:23]=[CH:22]2)=[O:10])=[CH:6][N:5]=[C:4]2[NH:11][CH:12]=[CH:13][C:3]=12

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 122755Glycine methyl ester hydrochlorideHCID 260764404-Chloro-1H-pyrrolo(2,3-b)pyridine-5-carboxylic acid

Product 1

HCID 57928321Methanone, (4-chloro-1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-imidazol-1-yl-

Procedure

To a solution of 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (350 mg) in N,N-dimethylformamide (4 ml) were added N,N-carbonyl diimidazole (289 mg) and glycinemethylester hydrochloride (447 mg) successively under ambient temperature. The mixture was stirred at ambient temperature for 2 hours. To the reaction solution was added water. The precipitated solid was filtered, washed with water, and dried to obtain 4-chloro-5-(1H-imidazol-1-ylcarbonyl)-1H-pyrrolo[2,3-b]pyridine (325 mg) as a white solid.

Workup

  1. filtrationThe precipitated solid was filtered
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-2fe625a507f649fa97aeac5bd1be4f54
Source dataset
uspto-grants-2011_02
Patent number
US07879844B2

Reaction notes

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