Phenol → 5,11-Dihydro-11-[7-(1-piperidinyl)heptyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 1084714Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1084714
C1(C[N:8]2[C:14](=[O:15])[C:13]3[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=3[NH:11][C:10]3[N:20]=[CH:21][CH:22]=[CH:23][C:9]2=3)C=CC=CC=1.Br[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][N:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1.[H-].[Na+].C1(O)C=CC=CC=1>CN(C)C=O>[N:32]1([CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][N:11]2[C:12]3[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=3[C:14](=[O:15])[NH:8][C:9]3[CH:23]=[CH:22][CH:21]=[N:20][C:10]2=3)[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1

Komponenten

6

Edukt 4

HCID 996PhenolHCID 24758Sodium hydrideHCID 200624805,11-dihydro-5-(phenylmethyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 200625191-Bromo-7-(1-piperidinyl)-heptane

Produkt 1

HCID 200624985,11-Dihydro-11-[7-(1-piperidinyl)heptyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneAusbeute 17 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Prepared analogously to Example 18 by reacting 5,11-dihydro-5-(phenylmethyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one with 1-bromo-7-(1-piperidinyl)-heptane in the presence of sodium hydride and dimethylformamide and subsequent acidolytic cleaving of the phenylmethyl group by heating with 80% polyphosphoric acid in the presence of phenol. Yield: 17% of theory. Colourless crystals m.p. 118°-120° C. (after recrystallisation from diisopropyl ether and cyclohexane).

Aufarbeitung

  1. customPrepared analogously to Example 18

Quellen und Nachweise

ORD-Eintrag
ord-0b1b7d16f05945d391bb48a26afb1038
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05006522

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