1-t-Butoxycarbonyl-4-(3-(3,5-difluorophenyl)propyl) piperidine → 4-(3-(3,5-Difluorophenyl)propyl)piperidine

HRID 1386745Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1386745
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][C:17]2[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([F:24])[CH:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.CO>[F:24][C:19]1[CH:18]=[C:17]([CH2:16][CH2:15][CH2:14][CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[CH:22]=[C:21]([F:23])[CH:20]=1

Komponenten

4

Edukt 1

HCID 211806591-t-Butoxycarbonyl-4-(3-(3,5-difluorophenyl)propyl) piperidine

Produkt 1

HCID 211806144-(3-(3,5-Difluorophenyl)propyl)piperidineAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1-t-butoxycarbonyl-4-(3-(3,5-difluorophenyl)propyl)piperidine (from EXAMPLE 95, Step D) in 2.0 N HCl in MeOH was stirred at rt for 20 h. The solution was concentrated. Ether was added and the mixture was concentrated to remove excess HCl to afford 381 mg (70% yield from EXAMPLE 95, Step C) of the title compound: 1H NMR (500 MHz, CD3OD) δ 1.32-1.37 (4H), 1.64-1.68 (1H), 1.94 (d, J=14.2, 2H), 2.64 (t, J=7.3, 2H), 2.95 (t, J=13.1, 2H), 3 35 (d, J=12.6, 2H), 6.69-6.78 (m, 1H). 6.80 (d, J=8.2, 2H).

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. additionEther was added
  3. concentrationthe mixture was concentrated
  4. customto remove excess HCl

Quellen und Nachweise

ORD-Eintrag
ord-89c15acd128948e7b09d01d3211c065b
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06265434B1

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