Hydrochloric Acid → 9-[(4-fluorophenyl)methyl]-1,9-dihydro-8-[[1-(phenylmethyl)-4-piperidinyl]methyl]-6H-purin-6-one

HRID 2248831Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2248831
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([CH2:19][CH:20]1[CH2:25][CH2:24][N:23]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:22][CH2:21]1)[N:6]2[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1.Cl.[OH-:34].[NH4+]>>[F:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][N:6]2[C:5]([CH2:19][CH:20]3[CH2:21][CH2:22][N:23]([CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:24][CH2:25]3)=[N:4][C:3]3[C:2](=[O:34])[NH:10][CH:9]=[N:8][C:7]2=3)=[CH:17][CH:16]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 197852696-chloro-9-[(4-fluorophenyl)methyl]-8-[[1-(phenylmethyl)-4-piperidinyl]methyl]-9H-purine

Produkt 1

HCID 1355888469-[(4-fluorophenyl)methyl]-1,9-dihydro-8-[[1-(phenylmethyl)-4-piperidinyl]methyl]-6H-purin-6-oneAusbeute 52 %

Versuchsvorschrift

A mixture of 3 parts of 6-chloro-9-[(4-fluorophenyl)methyl]-8-[[1-(phenylmethyl)-4-piperidinyl]-methyl]-9H-purine and 50 parts of a hydrochloric acid solution 1N was stirred and refluxed for 1.5 hours. After cooling, the mixture was made alkaline with ammonium hydroxide. The product was extracted with trichloromethane. The extract was washed with water, dried, filtered and evaporated. The residue was crystallized from a mixture of acetonitrile and ethanol. The product was filtered off and dried, yielding 1.5 parts (52%) of 9-[(4-fluorophenyl)methyl]-1,9-dihydro-8-[[1-(phenylmethyl)-4-piperidinyl]methyl]-6H-purin-6-one; mp. 197.0° C. (compound 185).

Aufarbeitung

  1. temperaturerefluxed for 1.5 hours
  2. temperatureAfter cooling
  3. extractionThe product was extracted with trichloromethane
  4. washThe extract was washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was crystallized from a mixture of acetonitrile and ethanol
  9. filtrationThe product was filtered off
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ea5529866db34bb0b2e6aef823a41081
Quelldatensatz
uspto-grants-1991_08
Patentnummer
US05041448

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