3-Aminocinnamic acid ethyl ester → HCID 68496475, compound

HRID 1444361Notes

Reaction equation

HRID 1444361 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH2:17]([O:19][C:20](=[O:30])[CH:21]=[CH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH2:29])[CH:24]=1)[CH3:18]>>[CH2:17]([O:19][C:20](=[O:30])[CH:21]=[CH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:14]([C:12]2[CH:11]=[CH:10][CH:9]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[N:13]=2)=[O:16])[CH:24]=1)[CH3:18]

Participants

3

Reactant 2

HCID 978253-Aminocinnamic acid ethyl esterHCID 247301366-(4-Chlorophenyl)picolinic acid

Product 1

HCID 68496475HCID 68496475, compound

Procedure

Carboxylic acid (149) (50 mg, 0.21 mmol) was coupled to aniline (60) (41 mg, 0.21 mmol) using Method C. The residue was purified by column chromatography eluting with 10% EtOAc in heptane to give the title compound.

Workup

  1. customThe residue was purified by column chromatography
  2. washeluting with 10% EtOAc in heptane

Sources & evidence

ORD record
ord-43cac046e9fd4a5ab85b121a5f68bbcd
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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