Pyridine → Acetic acid (4-cyano-3-fluoro-phenyl)-(1-trityl-1h-imidazol-4-yl)-methyl ester

HRID 1594871Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594871
[F:1][C:2]1[CH:9]=[C:8]([CH:10]([OH:35])[C:11]2[N:12]=[CH:13][N:14]([C:16]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:15]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].N1C=CC=CC=1.[C:42](OC(=O)C)(=[O:44])[CH3:43]>CN(C=O)C>[C:4]([C:3]1[CH:6]=[CH:7][C:8]([CH:10]([O:35][C:42](=[O:44])[CH3:43])[C:11]2[N:12]=[CH:13][N:14]([C:16]([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:15]=2)=[CH:9][C:2]=1[F:1])#[N:5]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 11134299(4-Cyano-3-fluorophenyl)[1-(triphenylmethyl)imidazol-4-yl]methanol

Produkt 1

HCID 11016583Acetic acid (4-cyano-3-fluoro-phenyl)-(1-trityl-1h-imidazol-4-yl)-methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Fluoro-4-[hydroxy-(1-trityl-1H-imidazol-4-yl)-methyl]-benzonitrile (as described in Step B above) (4.05 g, 8.81 mmol), pyridine (2.14 mL, 26.4 mmol), and acetic anhydride (12.5 mL, 132 mmol) were stirred in anhydrous DMF (60 mL) for 3 h under Ar. The reaction was concentrated in vacuo, diluted with EtOAc (250 mL), washed with H2O (2×), brine, dried (MgSO4) and concentrated to give the title compound.

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. additiondiluted with EtOAc (250 mL)
  3. washwashed with H2O (2×), brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9f1124a1fb0a4347ab6fa3ad12f30f5b
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06284755B1

Notizen zur Reaktion

Wird geladen…