5-(3-Chlorophenyl)furan-2-carboxylic acid → (3-[5-(3-Chloro-phenyl)-furan-2-carbonyl]-phenyl)-acetonitrile

HRID 1444285Notes

Reaction equation

HRID 1444285 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11]([C:13]([OH:15])=O)=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.N[C:17]1[CH:18]=[C:19]([CH2:23][C:24]#[N:25])[CH:20]=[CH:21][CH:22]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11]([C:13]([C:17]3[CH:18]=[C:19]([CH2:23][C:24]#[N:25])[CH:20]=[CH:21][CH:22]=3)=[O:15])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 7362565-(3-Chlorophenyl)furan-2-carboxylic acidHCID 4847850(3-Amino-phenyl)-acetonitrile

Product 1

HCID 68490730(3-[5-(3-Chloro-phenyl)-furan-2-carbonyl]-phenyl)-acetonitrile

Procedure

Carboxylic acid (65) (127 mg, 0.57 mmol) was coupled to aniline (80) (75 mg, 0.57 mmol) using Method C. The crude residue was purified by column chromatography eluting with 17% EtOAc in heptane to give the title compound.

Workup

  1. customThe crude residue was purified by column chromatography
  2. washeluting with 17% EtOAc in heptane

Sources & evidence

ORD record
ord-1addce32e6a44e679359a81a9ffe5717
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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