HCID 18943563, compound → HCID 18943538, compound

HRID 1696537Notes

Reaction equation

HRID 1696537 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]([N:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[C:13]([N+:16]([O-])=O)[CH:14]=[CH:15][C:8]=2[CH2:7][CH2:6]1)=[O:4]>CO.[Pd]>[NH2:16][C:13]1[CH:14]=[CH:15][C:8]2[CH2:7][CH2:6][N:5]([C:3](=[O:4])[C:2]([F:20])([F:1])[F:19])[CH2:11][CH2:10][C:9]=2[CH:12]=1

Participants

4

Reactant 1

HCID 18943563HCID 18943563, compound

Product 1

HCID 18943538HCID 18943538, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 2,2,2-trifluoro-1-(7-nitro-1,2,4,5-tetrahydrobenzo[d]azepin-3-yl)ethanone (1.1 mmol) in MeOH (5 mL) was added 10% Pd/C and the mixture was stirred at RT under H2 (1 atm) for 24 h. After filtration, the filtrate was concentrated to afford 1-(7-amino-1,2,4,5-tetrahydrobenzo[d]azepin-3-yl)-2,2,2-trifluoroethanone (0.27 g, 95% yield). LC-MS (EI) m/z: 259.0 (M+H+).

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-021da8be70304e50a39ba9d34ead1114
Source dataset
uspto-grants-2012_04
Patent number
US08163756B2

Reaction notes

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