HCID 43377434, compound → HCID 43510731, compound

HRID 1846078Notes

Reaction equation

HRID 1846078 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[CH:12][C:11]=2[F:19])=[CH:4][CH:3]=1>C1COCC1.[Ni]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[C:14]([NH2:16])[CH:13]=[CH:12][C:11]=2[F:19])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 43377434HCID 43377434, compound

Product 1

HCID 43510731HCID 43510731, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-(4-Bromophenyl)-2-fluoro-5-nitro-benzoic acid amide (1.57 g, 4.6 mmol) and 500 mg Ra-Ni in 100 mL THF was stirred for 20 h under an atmosphere of hydrogen (3 bar). After filtration and concentration i. vac. the subtitle compound was obtained. Yield: 1.46 g (quantitative). MS [M+H]+=309 (Br-isotope pattern); TLC: Rf=0.68 (silica gel, DCM:EtOH 9:1).

Workup

  1. filtrationAfter filtration and concentration i

Sources & evidence

ORD record
ord-d2ba3a96a09a4b50a2e271cfc05a9141
Source dataset
uspto-grants-2015_02
Patent number
US08951999B2

Reaction notes

Loading…