3-Aminobenzonitrile → 5-Phenyl-furan-2-carboxylic acid (3-cyano-phenyl)-amide

HRID 2053188Notes

Reaction equation

HRID 2053188 reaction equation
[C:1]1([C:7]2[O:11][C:10]([C:12]([OH:14])=O)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[C:19]#[N:20]>>[C:19]([C:18]1[CH:17]=[C:16]([NH:15][C:12]([C:10]2[O:11][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:8][CH:9]=2)=[O:14])[CH:23]=[CH:22][CH:21]=1)#[N:20]

Participants

3

Reactant 2

HCID 167023-AminobenzonitrileHCID 7362555-Phenylfuran-2-carboxylic acid

Product 1

HCID 596546795-Phenyl-furan-2-carboxylic acid (3-cyano-phenyl)-amide

Procedure

Carboxylic acid (56) (150 mg, 0.80 mmol) was coupled to 3-amino-benzonitrile (94 mg, 0.80 mmol) using Method C. The residue was purified by column chromatography eluting with 17% EtOAc in heptane to give the title compound.

Workup

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

Sources & evidence

ORD record
ord-4d90b48c3a4840a481fa24ab7c7a8564
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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