Ethanol → Pirmagrel

HRID 326117

Reaktionsgleichung

Reaktionsgleichung von HRID 326117
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 1 N 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 by filtration and washed with 50 ml of water to yield 5-(5-carboxypentyl)-imidazo[1,5-a]pyridine melting at 144°-7°.

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. filtrationThe crystallized product is collected by filtration
  6. washwashed with 50 ml of water

Quellen und Nachweise

ORD-Eintrag
ord-5ccacb941b484149b208b9aa490042ba
Quelldatensatz
uspto-grants-1984_04
Patentnummer
US04444775

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