HCID 67135286, compound → HCID 67135682, compound

HRID 1258724Notes

Reaction equation

HRID 1258724 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:17]([F:20])([F:19])[F:18])=[C:7]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH:8]=1)#[N:2]>[Ni].C1COCC1>[NH2:2][CH2:1][C:3]1[CH:4]=[CH:5][C:6]([C:17]([F:18])([F:19])[F:20])=[C:7]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:13])[CH3:14])[CH:8]=1

Participants

4

Reactant 1

HCID 67135286HCID 67135286, compound

Product 1

HCID 67135682HCID 67135682, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of tert-butyl 5-cyano-2-trifluoromethyl-phenylcarbamate (8.5 g; 29.7 mmol), Ra—Ni (174 mg; 2.97 mmol) and THF (60 mL) was stirred under H2-atmosphere (5 atm) overnight at rt. The mixture was filtered through celite and the celite pad was washed with THF and EtOAc. Concentration gave the sub-title compound which was used in the next step without further purification. Yield: 8 g (93%).

Workup

  1. filtrationThe mixture was filtered through celite
  2. washthe celite pad was washed with THF and EtOAc
  3. concentrationConcentration

Sources & evidence

ORD record
ord-078bafc760254b8eb83b655b7ab35fb8
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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