Pyridine → Diisopropyl Ether

HRID 49790Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 49790
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.[C:17](Cl)(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19].N1C=CC=C[CH:25]=1>ClCCl>[CH:17]([O:22][CH:14]([CH3:13])[CH3:9])([CH3:18])[CH3:25].[C:17]([N:1]1[CH2:2][CH2:3][CH:4]([NH:7][C:8](=[O:16])[C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:5][CH2:6]1)(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19]

Komponenten

6

Edukt 3

HCID 1049PyridineHCID 62493Pivaloyl chlorideHCID 47782264-fluoro-N-(piperidin-4-yl)benzamide

Produkt 2

HCID 7914Diisopropyl EtherHCID 9882999N-(1-pivaloylpiperidin-4-yl)-4-fluorobenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a suspension of N-(piperidin-4-yl)-4-fluorobenzamide (556 mg) in dichloromethane (5 ml) were added pivaloyl chloride (0.37 ml), pyridine (0.24 ml) and N,N-dimethylaminopyridine (25 mg) at ambient temperature. After stirring for 1 day, the mixture was diluted with dichloromethane, and washed with water and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. After trituration with diisopropyl ether, N-(1-pivaloylpiperidin-4-yl)-4-fluorobenzamide (305 mg) was obtained.

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialAfter drying with magnesium sulfate
  3. customthe solvents were removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-101a920e66c245c88cfdf39425cedef2
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710043B1

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