Nicotinic Acid → HCID 9798400, Verbindung

HRID 1939913Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1939913
CN(C)C=O.Br.[NH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[CH:20][C:21](=[O:24])[NH:22][N:23]=2)=[CH:14][CH:13]=1.[C:25](O)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[N:28][CH:27]=1>C(N(CC)CC)C>[N:28]1[CH:29]=[CH:30][CH:31]=[C:26]([C:25]([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:19]=[CH:20][C:21](=[O:24])[NH:22][N:23]=3)=[CH:16][CH:17]=2)=[O:32])[CH:27]=1

Komponenten

5

Edukt 3

HCID 938Nicotinic AcidHCID 6228Dimethylformamide2×HCID 18977180HCID 18977180, Verbindung

Produkt 1

HCID 9798400HCID 9798400, VerbindungAusbeute 62,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Under ice cooling, a dimethylformamide solution (10 ml) containing 1.06 g of diethylphosphoric cyanide was added dropwise to a dimethylformamide suspension (30 ml) containing 1.65 g of 6-[4-(4-aminobutyl)phenyl]pyridazin-3(2H)-one hydrobromide, 0.78 g of nicotinic acid and 1.55 g of triethylamine, and the mixture was stirred for 1 hour. The reaction mixture was poured into ice water, and precipitated crystal was collected by filtration. The obtained crystal was washed with water, dried and then recrystallized from methanol to obtain 1.11 g of 6-[4-(4-(pyridin-3-ylcarbonylamino)butyl)phenyl]pyridazin-3(2H)-one.

Aufarbeitung

  1. customprecipitated crystal
  2. filtrationwas collected by filtration
  3. washThe obtained crystal was washed with water
  4. customdried
  5. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-934e1b6e6f4049f78a79563c0af20c3e
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05698554

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