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

HRID 876781
Notes
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Reaction equation

HRID 876781 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]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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-0516386d15ee4e14b2fc3b20a9d1a087
Source dataset
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08987269B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes