Ammonia methanol → HCID 59332648, compound

HRID 656077Notes

Reaction equation

HRID 656077 reaction equation
[NH3:1].CO.[Br:4][C:5]1[C:6]([F:17])=[C:7]2[C:11](=[C:12]([C:14](O)=[O:15])[CH:13]=1)[NH:10][CH:9]=[CH:8]2>C(Cl)Cl>[Br:4][C:5]1[C:6]([F:17])=[C:7]2[C:11](=[C:12]([C:14]([NH2:1])=[O:15])[CH:13]=1)[NH:10][CH:9]=[CH:8]2

Participants

4

Reactant 2

HCID 21705897Ammonia methanolHCID 59332625HCID 59332625, compound

Product 1

HCID 59332648HCID 59332648, compoundYield 20%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2 M NH3/MeOH (0.6 mL, 1.2 mmol) was added to a solution of 5-bromo-4-fluoro-1H-indole-7-carboxylic acid (20 mg, 0.078 mmol) in DCM. The reaction was stirred at room temperature overnight. The mixture was washed with water, and the organic layer was concentrated. The residue was purified by flash chromatography, giving 4 mg (20%) of the title compound.

Workup

  1. washThe mixture was washed with water
  2. concentrationthe organic layer was concentrated
  3. customThe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-11ed46d8dea84b1d877225d850c104c8
Source dataset
uspto-grants-2011_12
Patent number
US08071584B2

Reaction notes

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