Ammonia → HCID 86702437, compound

HRID 927317Notes

Reaction equation

HRID 927317 reaction equation
Br[C:2]1[CH:3]=[C:4]([F:11])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[CH:7]2.[NH3:12]>O>[F:11][C:4]1[CH:5]=[C:6]2[C:10](=[C:2]([NH2:12])[CH:3]=1)[NH:9][CH:8]=[CH:7]2

Participants

4

Reactant 2

HCID 222AmmoniaHCID 38528797-bromo-5-fluoro-1H-indole

Product 1

HCID 86702437HCID 86702437, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
155 °C

Procedure

A mixture of 7-Bromo-5-fluoro-indole (1 g), Cu (0.31 g), CuBr (0.64 g) and NH3 (30 mL of a 33% aqueous solution) was heated in an autoclave for 1.5 h at 155° C. The mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried and the solvent removed to give 5-fluoro-7-amino-indole (0.67 g) as an oil which was used without further purification. UPLC/MS found for C8H7FN2 as (M+H)+ 151.0.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic phase was dried
  3. customthe solvent removed

Sources & evidence

ORD record
ord-dc1f98feec6b48f2ad74f97d115dd6f2
Source dataset
uspto-grants-2016_03
Patent number
US09290481B2

Reaction notes

Loading…