Ammonium Acetate → 3-[(3-fluoro-6-methylphenanthridin-5(6H)-yl)carbonyl]phenol

HRID 731985

Reaktionsgleichung

Reaktionsgleichung von HRID 731985
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([NH2:17])[CH3:16].FC1C=C(F)C=CC=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32](=[O:34])C.C([O-])(=[O:37])C.[NH4+].C([BH3-])#N.[Na+]>CO>[F:8][C:6]1[CH:7]=[CH:2][C:3]2[C:9]3[C:10]([CH:15]([CH3:16])[N:17]([C:32]([C:27]4[CH:28]=[C:29]([OH:37])[CH:30]=[CH:31][CH:26]=4)=[O:34])[C:4]=2[CH:5]=1)=[CH:11][CH:12]=[CH:13][CH:14]=3

Komponenten

6

Edukt 4

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 224822721-(2',4'-Difluoro-1,1'-biphenyl-2-yl)ethanoneHCID 224823761-[2-(2,4-Difluorophenyl)phenyl]ethan-1-amine

Produkt 1

HCID 115009123-[(3-fluoro-6-methylphenanthridin-5(6H)-yl)carbonyl]phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1-(-2′,4′-difluoro-biphenyl-2-yl)-ethylamine—The title compound was prepared from 1-(2′,4′-difluoro-1,1′-biphenyl-2-yl)ethanone (3.67 g, 15.8 mmol), anhydrous methanol (200 mL), ammonium acetate (12.2 g, 158 mmol), and sodium cyanoborohydride (1.99 g, 31.6 mmol) according to the procedure and in the same manner as described in Example 24, step b resulting in the isolation of a clear oil that was used without further purification. MS [(ES+), m/z]: 217 [M-16]+, benzylic cation as a result of the loss of NH2.

Aufarbeitung

  1. customresulting in the isolation of a clear oil that
  2. customwas used without further purification
  3. customMS [(ES+), m/z]: 217 [M-16]+, benzylic cation as a result of the loss of NH2

Quellen und Nachweise

ORD-Eintrag
ord-1b36fa801b1d4d6c9ac0302aa85ce949
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07585871B2

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