(3-Phenylphenyl)boronic acid → HCID 68496617, compound

HRID 1444307Notes

Reaction equation

HRID 1444307 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[O:17][C:18](Br)=[CH:19][CH:20]=2)=[O:15])[CH:8]=1)[CH3:2].[C:23]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:28]=[CH:27][CH:26]=[C:25](B(O)O)[CH:24]=1>>[CH2:1]([O:3][C:4](=[O:22])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[O:17][C:18]([C:34]3[CH:33]=[C:32]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH:37]=[CH:36][CH:35]=3)=[CH:19][CH:20]=2)=[O:15])[CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 2734315(3-Phenylphenyl)boronic acidHCID 684945603-{3-[(5-Bromo-furan-2-carbonyl)-amino]-phenyl}-acrylic acid ethyl ester

Product 1

HCID 68496617HCID 68496617, compound

Conditions

Temperature
100 °C

Procedure

Bromo-derivative (99) (70 mg, 0.19 mmol) was coupled to biphenyl-3-boronic acid (42 mg, 0.21 mmol) acid using Method E, except that the reaction was heated at 100° C. The crude product was purified by column chromatography eluting with a stepped gradient of 0-10% EtOAc in heptane to give the title compound.

Workup

  1. customThe crude product was purified by column chromatography
  2. washeluting with a stepped gradient of 0-10% EtOAc in heptane

Sources & evidence

ORD record
ord-21cfb138345340deb919d80d7a04d178
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

Loading…