Ethanol → Pirmagrel

HRID 280209

Reaktionsgleichung

Reaktionsgleichung von HRID 280209
C([O:3][C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[N:16]2[CH:17]=[N:18][CH:19]=[C:15]2[CH:14]=[CH:13][CH:12]=1)=[O:5])C.C(O)C>[OH-].[Na+]>[C:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]1[N:16]2[CH:17]=[N:18][CH:19]=[C:15]2[CH:14]=[CH:13][CH:12]=1)([OH:5])=[O:3]

Komponenten

4

Edukt 2

HCID 702EthanolHCID 132061385-(5-Ethoxycarbonylpentyl)imidazo[1,5-a]pyridine

Produkt 1

HCID 55390Pirmagrel

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A suspension of 26 g of 5-(5-ethoxycarbonylpentyl)imidazo[1,5-a]pyridine in 100 ml of 1N aqueous sodium hydroxide solution is heated on a steam bath for two hours; 10 ml of ethanol is added and heating is continued for 45 minutes. The reaction mixture is cooled, washed with 300 ml of ether and the solution is adjusted to pH 5.5 with concentrated hydrochloric acid. The crystallized product is collected to yield 5-(5-carboxypentyl)-imidazo[1,5-a]pyridine melting at 144°-147°.

Aufarbeitung

  1. temperatureis heated on a steam bath for two hours
  2. temperatureheating
  3. temperatureThe reaction mixture is cooled
  4. washwashed with 300 ml of ether
  5. customThe crystallized product is collected

Quellen und Nachweise

ORD-Eintrag
ord-b49a05778576477ea2f95424af3aabee
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04588732

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