Acetic Acid → 3,3-Dimethyl-1-{2-[4-(7-fluoroindol-3-yl)-1-piperidinyl]-1-ethyl)-1,3-dihydro-2H-indol-2-one Monohydrochloride

HRID 1276336Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1276336
[CH3:1][C:2]1([CH3:30])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][C:16]([C:19]3[C:27]4[C:22](=[C:23]([F:28])[CH:24]=[CH:25][CH:26]=4)[NH:21][CH:20]=3)=[CH:15][CH2:14]2)[C:3]1=[O:29].C(O)(=O)C.[H][H].[ClH:37]>C(O)C.[Pt]=O.C>[ClH:37].[CH3:1][C:2]1([CH3:30])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][CH:16]([C:19]3[C:27]4[C:22](=[C:23]([F:28])[CH:24]=[CH:25][CH:26]=4)[NH:21][CH:20]=3)[CH2:17][CH2:18]2)[C:3]1=[O:29]

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 98658883,3-Dimethyl-1-{2-[4-(7-fluoroindol-3-yl)-1,2,5,6-tetrahydro-1-pyridyl]-1-ethyl}-1,3-dihydro-2H-indol-2-oneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 702865813,3-Dimethyl-1-{2-[4-(7-fluoroindol-3-yl)-1-piperidinyl]-1-ethyl)-1,3-dihydro-2H-indol-2-one Monohydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 57448742Platinum oxide charcoalKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

3,3-Dimethyl-1-{2-[4-(7-fluoroindol-3-yl)-1,2,5,6-tetrahydro-1-pyridyl]-1-ethyl}-1,3-dihydro-2H-indol-2-one (0.6 g, 1.36 mmol) dissolved in ethanol (40 mls) and acetic acid (4 mls) was added to 10% platinum oxide/charcoal. Hydrogen was admitted for 12 h at 60 psi the catalyst was then removed by filtration, the catalyst washed with ethanol (3×75 mls), concentrated in vacuo and the resulting oil purified by column chromatography on silica with ethyl acetate/Hexane. The fractions containing product were collected and the solvent evaporated in vacuo to give a solid which was converted to the hydrochloride, which was subsequently dried in vacuo to give a solid, mp 172-174° C.

Aufarbeitung

  1. customthe catalyst was then removed by filtration
  2. washthe catalyst washed with ethanol (3×75 mls)
  3. concentrationconcentrated in vacuo
  4. customthe resulting oil purified by column chromatography on silica with ethyl acetate/Hexane
  5. additionThe fractions containing product
  6. customwere collected
  7. customthe solvent evaporated in vacuo
  8. customto give a solid which
  9. customwas subsequently dried in vacuo
  10. customto give a solid, mp 172-174° C.

Quellen und Nachweise

ORD-Eintrag
ord-edf40b8c8d0543f4a2845dfa140ee7b7
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06166040

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