Ammonia → HCID 86702436, compound

HRID 927316Notes

Reaction equation

HRID 927316 reaction equation
Br[C:2]1[CH:3]=[C:4]([F:12])[CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[CH3:11].[NH3:13]>O>[CH3:11][C:7]1[C:6]2[C:10](=[C:2]([NH2:13])[CH:3]=[C:4]([F:12])[CH:5]=2)[NH:9][CH:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 534012037-Bromo-5-fluoro-3-methyl-1H-indole

Product 1

HCID 86702436HCID 86702436, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
170 °C

Procedure

A mixture of 7-Bromo-5-fluoro-3-methyl-indole (2.5 g), Cu (0.77 g), CuBr (1.57 g) and NH3 (30 mL of a 33% aqueous solution) was heated in an autoclave for 2 h at 170° C. The mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried and the solvent removed to give 3-methyl-5-fluoro-7-amino-indole (1.84 g) as an oil which was used without further purification. UPLC/MS found for C9H9FN2 as (M+H)+ 165.2

Workup

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

Sources & evidence

ORD record
ord-644547ab89c540b89becc227c43d59fb
Source dataset
uspto-grants-2016_03
Patent number
US09290481B2

Reaction notes

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