Furan-2-boronic acid → {3-[([2,2']Bifuranyl-5-carbonyl)-amino]-phenyl}-acetic acid methyl ester

HRID 1444229Notes

Reaction equation

HRID 1444229 reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16](Br)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1.[O:21]1[CH:25]=[CH:24][CH:23]=[C:22]1B(O)O>>[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16]([C:22]3[O:21][CH:25]=[CH:24][CH:23]=3)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1

Participants

3

Reactant 2

HCID 2734357Furan-2-boronic acidHCID 59654700(3-[(5-Bromo-furan-2-carbonyl)-amino]-phenyl)-acetic Acid Methyl Ester

Product 1

HCID 59654701{3-[([2,2']Bifuranyl-5-carbonyl)-amino]-phenyl}-acetic acid methyl ester

Procedure

Methyl ester (16) (100 mg, 0.30 mmol) was coupled to furan-2-boronic acid (37 mg, 0.33 mmol) using Method E. The crude compound was purified by column chromatography, eluting in 17% EtOAc in heptane to give the title compound.

Workup

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

Sources & evidence

ORD record
ord-463b8eb1ae704962b1c613c3df0dfb3f
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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