3,5-Bis-trifluoromethylphenylboronic acid → 3-(3-{[5-(3,5-Bis-trifluoromethyl-phenyl)-furan-2-carbonyl]-amino}phenyl)-acrylic acid ethyl ester

HRID 1717088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1717088
[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].[F:23][C:24]([F:39])([F:38])[C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=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:27]3[CH:28]=[C:29]([C:31]([F:34])([F:32])[F:33])[CH:30]=[C:25]([C:24]([F:23])([F:39])[F:38])[CH:26]=3)=[CH:19][CH:20]=2)=[O:15])[CH:8]=1)[CH3:2]

Komponenten

3

Edukt 2

HCID 1562653,5-Bis-trifluoromethylphenylboronic acidHCID 684945603-{3-[(5-Bromo-furan-2-carbonyl)-amino]-phenyl}-acrylic acid ethyl ester

Produkt 1

HCID 723488113-(3-{[5-(3,5-Bis-trifluoromethyl-phenyl)-furan-2-carbonyl]-amino}phenyl)-acrylic acid ethyl ester

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

The furyl bromide (99) (70 mg, 0.19 mmol) was coupled to 3,5-bis-trifluoromethyl-phenylboronic acid (55 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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-c7c2360b81fc444c895edba4d0ff4bfe
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803841B2

Notizen zur Reaktion

Wird geladen…