HCID 58483401, compound → HCID 58483440, compound

HRID 1846103Notes

Reaction equation

HRID 1846103 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]1[CH:10]=[C:9]([C:11]#[N:12])[CH:8]=[CH:7][C:6]=1[C:13]([F:16])([F:15])[F:14])[CH3:2]>N.CO.[Ni]>[CH2:1]([O:3][C:4](=[O:17])[C:5]1[CH:10]=[C:9]([CH2:11][NH2:12])[CH:8]=[CH:7][C:6]=1[C:13]([F:15])([F:14])[F:16])[CH3:2]

Participants

5

Reactant 1

HCID 58483401HCID 58483401, compound

Product 1

HCID 58483440HCID 58483440, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

A mixture of 5-cyano-2-trifluoromethyl-benzoic acid ethyl ester (250 mg; 1.03 mmol) and 100 mg Ra-Ni in 20 mL NH3 in MeOH was stirred for 17 h under an atmosphere of hydrogen (3 bar). After filtration and concentration i.vac. the subtitle compound was obtained. Yield: 250 mg (98%); MS: [m+H]+=248; TLC (silica gel; DCM/EtOH 9/1) Rf=0.28.

Workup

  1. filtrationAfter filtration and concentration i.vac

Sources & evidence

ORD record
ord-0d2fdfd8424a4dd59b1f6466aeea995e
Source dataset
uspto-grants-2015_02
Patent number
US08951999B2

Reaction notes

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