Azane;hydrate → 1H-Pyrrolo[2,3-b]pyridine-2-carboxamide

HRID 1890532Notes

Reaction equation

HRID 1890532 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[C:2]1[C:10]([O:12]C)=O.[NH3:14].O>CO>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[C:2]1[C:10]([NH2:14])=[O:12]

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 17390026methyl 1H-pyrrolo(2,3-b)pyridine-2-carboxylate

Product 1

HCID 446081041H-Pyrrolo[2,3-b]pyridine-2-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of methyl 1H-pyrrolo[2,3-b]pyridine-2-carboxylate (H-1) (880 mg, 5.0 mmol) in MeOH (2 mL) was added NH3.H2O (6 mL). The reaction was heated at 80° C. overnight. After being cooled to room temperature, the mixture was concentrated in vacuo to afford the title compound (805 mg) as a yellow solid, which was used for the next step without further purification. MS (m/z): 162 (M+1)+.

Workup

  1. temperatureAfter being cooled to room temperature
  2. concentrationthe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-1979199660a4437691b60cf5aefae9bb
Source dataset
uspto-grants-2013_08
Patent number
US08507487B2

Reaction notes

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