3-Aminocinnamic acid ethyl ester → 3-{3-[(6-Bromo-pyridine-2-carbonyl)-amino]-phenyl}-acrylic acid ethyl ester

HRID 2053283Notes

Reaction equation

HRID 2053283 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[CH:8]=1)[CH3:2].[Br:15][C:16]1[N:21]=[C:20]([C:22](O)=[O:23])[CH:19]=[CH:18][CH:17]=1>>[CH2:1]([O:3][C:4](=[O:14])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:22]([C:20]2[CH:19]=[CH:18][CH:17]=[C:16]([Br:15])[N:21]=2)=[O:23])[CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 978253-Aminocinnamic acid ethyl esterHCID 5939196-Bromopyridine-2-carboxylic acid

Product 1

HCID 723488093-{3-[(6-Bromo-pyridine-2-carbonyl)-amino]-phenyl}-acrylic acid ethyl ester

Procedure

Aniline (60)(124 mg, 0.6 mmol) was coupled to 6-bromo-pyridine-2-carboxylic acid (131 mg, 0.6 mmol) using Method C. The residue was purified by column chromatography eluting in 10% EtOAc in heptane to give the title compound.

Workup

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

Sources & evidence

ORD record
ord-d7d0bc057f3449c2a8d4905a44c51e01
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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