HCID 90052097, compound → HCID 90053306, compound

HRID 2284683Notes

Reaction equation

HRID 2284683 reaction equation
[F:1][C:2]([F:23])([CH:12]([F:22])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-])=O)[CH:14]=1)[CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8]>O1CCCC1.CO.[C].[Pd]>[NH2:19][C:15]1[CH:14]=[C:13]([CH:12]([F:22])[C:2]([F:23])([F:1])[CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:8])[CH3:9])[CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 1

HCID 90052097HCID 90052097, compound

Product 1

HCID 90053306HCID 90053306, compoundYield 120.8%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To 10% palladium-carbon (40 mg), a solution of tert-butyl (2,2,3-trifluoro-3-(3-nitrophenyl)propyl)carbamate (C35, 80 mg) in tetrahydrofuran (5 mL) and methanol (5 mL) was added at room temperature, and the mixture was stirred at room temperature for 1 hour under a hydrogen atmosphere. The insoluble matter was removed by filtration through Cerite, and then the solvent was evaporated under reduced pressure to obtain tert-butyl (3-(3-aminophenyl)-2,2,3-trifluoropropyl)carbamate (C36, 88 mg).

Workup

  1. customThe insoluble matter was removed by filtration through Cerite
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-46b959e9d8974202ab9e4c826747ed68
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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