Ammonia → HCID 86702437, compound

HRID 629199Notes

Reaction equation

HRID 629199 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 EtOAc. The organic phase was dried and the solvent removed to give 5-fluoro-7-amino-indole as an oil which was used without further purification. UPLC/MS found for C8H7FN2 as (M+H)+ 151.0.

Workup

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

Sources & evidence

ORD record
ord-fdd590d3c29347098131c5c3283dc09d
Source dataset
uspto-grants-2016_04
Patent number
US09315500B2

Reaction notes

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