Dimethylformamide → HCID 178505603, Verbindung

HRID 594927

Reaktionsgleichung

Reaktionsgleichung von HRID 594927
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:16][C:15]2[CH:14]=[CH:13][N:12]=[CH:11][C:10]=2[CH:9]=1.[OH-:17].[Na+].[F:19][C:20]([F:31])([F:30])[O:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26]Cl)=[CH:24][CH:23]=1.CN([CH:35]=[O:36])C>>[F:31][C:20]([F:19])([F:30])[C:35]([O-:36])=[O:17].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH+:16]=[C:15]2[C:10](=[CH:11][N:12]([CH2:26][C:25]3[CH:28]=[CH:29][C:22]([O:21][C:20]([F:19])([F:30])[F:31])=[CH:23][CH:24]=3)[CH:13]=[CH:14]2)[CH:9]=1

Komponenten

5

Edukt 4

HCID 6228Dimethylformamide2×HCID 14798Sodium HydroxideHCID 27772614-(Trifluoromethoxy)benzyl ChlorideHCID 57438275HCID 57438275, Verbindung

Produkt 1

HCID 178505603HCID 178505603, VerbindungAusbeute 74 %

Versuchsvorschrift

To a solution of 2-(2-Fluoro-phenyl)-1H-pyrrolo[3,2-c]pyridine (50 mg, 0.244 mmole) in DMF (1 ml) was added 10% (w/v) aqueous NaOH (113 μl, 0.28 mmole) followed by a solution of 4-triflouromethoxybenzyl chloride (60 mg, 0.28 mmole) in DMF (0.5 ml). The reaction mixture was stirred at room temperature for 1 hour. The crude reaction mixture was purified by reverse phase HPLC with mass directed collection. Obtained 87 mg (74%) of 2-(2-Fluoro-phenyl)-5-(4-trifluoromethoxy-benzyl)-5H-pyrrolo[3,2-c]pyridinium triflouroacetate.

Aufarbeitung

  1. customThe crude reaction mixture
  2. customwas purified by reverse phase HPLC with mass
  3. customcollection

Quellen und Nachweise

ORD-Eintrag
ord-a6cce492d1ce4520a8101039fc60b2ea
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242983B2

Verknüpfte Notizen

Wird geladen…