N-Phenyl-4-piperidinecarboxamide → 8-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepine

HRID 442387

Reaktionsgleichung

Reaktionsgleichung von HRID 442387
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:19]([CH3:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:7]([CH:18]=1)[NH:8][C:9](=O)[CH:10]1[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]1.N1CCC(C(NC2C=CC=CC=2)=O)CC1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.P(Cl)(Cl)(Cl)=O>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:19]([CH3:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:9]([CH:10]3[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]3)=[N:8][C:7]=2[CH:18]=1

Komponenten

4

Edukt 3

HCID 590499N-Phenyl-4-piperidinecarboxamideHCID 214143795'-methoxy-1-methyl-2'-(N-methylanilino)isonipecotanilideHCID 131710870Phosphorus pentoxide phosphorus oxychloride

Produkt 1

HCID 214143928-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepine

Versuchsvorschrift

The general procedures of Examples 1 and 2 are repeated. The compound 4-methoxy-N-methyl-2-nitrodiphenylamine is prepared and reduced to the corresponding 2-amino derivative which is converted to 5'-methoxy-1-methyl-2'-(N-methylanilino)isonipecotanilide. This isonipecotanilide base is treated with phosphorus pentoxide/phosphorus oxychloride, the cyclized product is isolated and purified and 8-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepine is obtained.

Aufarbeitung

  1. customthe cyclized product is isolated
  2. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-4a5e4016d0d347c8b65ac4d11484419d
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04045445

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