Trifluoroacetic acid → 4-([(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl)-5-methyl-furan-2-carboxylic acid

HRID 490415

Reaktionsgleichung

Reaktionsgleichung von HRID 490415
C[O:2][C:3]([C:5]1[O:6][C:7]([CH3:29])=[C:8]([CH2:10][N:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH:26]([F:28])[F:27])=[CH:21][CH:20]=3)=[CH:15][CH:14]=2)[CH3:12])[CH:9]=1)=[O:4].FC(F)(F)C(O)=O>O1CCCC1>[F:28][CH:26]([F:27])[O:25][C:22]1[CH:21]=[CH:20][C:19]([C:16]2[CH:15]=[CH:14][C:13]([N:11]([CH2:10][C:8]3[CH:9]=[C:5]([C:3]([OH:4])=[O:2])[O:6][C:7]=3[CH3:29])[CH3:12])=[CH:18][CH:17]=2)=[CH:24][CH:23]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 588241664-([(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl)-5-methyl-furan-2-carboxylic acid methyl ester

Produkt 1

HCID 184445654-([(4'-Difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl)-5-methyl-furan-2-carboxylic acidAusbeute 17,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 4-{[(4′-difluoromethoxy-biphenyl-4-yl)-methyl-amino]-methyl}-5-methyl-furan-2-carboxylic acid methyl ester (175) (30 mg, 0.07 mmoles) in dry tetrahydrofuran (20 ml) was treated with potassium trimethylsilanoate (19 mg, 0.15 mmoles) and the mixture stirred under an argon atmosphere for 30 hours. Trifluoroacetic acid was added until the pH=2. After evaporation of the solvent, the residue was purified by HPLC to afford compound 176 (4.8 mg) as a white solid.

Aufarbeitung

  1. customAfter evaporation of the solvent
  2. customthe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-cddb9c2034f54c45b39b3a0c52811fff
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528157B2

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