3-Aminocinnamic acid ethyl ester → Ethyl 3-[3-[[[6-(3,5-dichlorophenyl)-2-pyridinyl]carbonyl]amino]phenyl]-2-propenoate

HRID 2053248Notes

Reaction equation

HRID 2053248 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:14]=[C:13]([C:15]([OH:17])=O)[CH:12]=[CH:11][CH:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH2:18]([O:20][C:21](=[O:31])[CH:22]=[CH:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([NH2:30])[CH:25]=1)[CH3:19]>>[CH2:18]([O:20][C:21](=[O:31])[CH:22]=[CH:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([NH:30][C:15]([C:13]2[CH:12]=[CH:11][CH:10]=[C:9]([C:4]3[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=3)[N:14]=2)=[O:17])[CH:25]=1)[CH3:19]

Participants

3

Reactant 2

HCID 978253-Aminocinnamic acid ethyl esterHCID 24730153HCID 24730153, compound

Product 1

HCID 68499249Ethyl 3-[3-[[[6-(3,5-dichlorophenyl)-2-pyridinyl]carbonyl]amino]phenyl]-2-propenoate

Procedure

Carboxylic acid (131)(50 mg, 0.19 mmol) was coupled to aniline (60)(40 mg, 0.21 mmol) using Method D. The residue was triturated with TBME (3 ml) to give the title compound.

Workup

  1. customThe residue was triturated with TBME (3 ml)

Sources & evidence

ORD record
ord-55e88f52ff6147febe7deef599536e29
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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