Hydrochloric Acid → Fadrozole

HRID 22555

Reaktionsgleichung

Reaktionsgleichung von HRID 22555
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2(C(OCC)=O)[N:14]3[CH:15]=[N:16][CH:17]=[C:13]3[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1)#[N:2].[OH-].[Na+].Cl>CO>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[N:14]3[CH:15]=[N:16][CH:17]=[C:13]3[CH2:12][CH2:11][CH2:10]2)=[CH:7][CH:8]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 152947195-(p-Cyanophenyl)-5-ethoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine

Produkt 1

HCID 59693Fadrozole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1.65 g of 5-(p-cyanophenyl)-5-ethoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine in 10 ml of methanol containing 0.2 g of sodium hydroxide is stirred for 3 h at room temperature and 5 ml of 1N hydrochloric acid is added. The reaction mixture is refluxed for 1 h, cooled and evaporated. The residue is partitioned between water and ethyl acetate. The organic layer is separated, dried over sodium sulfate and evaporated to yield the title compound.

Aufarbeitung

  1. temperatureThe reaction mixture is refluxed for 1 h
  2. temperaturecooled
  3. customevaporated
  4. customThe residue is partitioned between water and ethyl acetate
  5. customThe organic layer is separated
  6. dry with materialdried over sodium sulfate
  7. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-8534017857ea4d55b855a0b24aed6e4a
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05428160

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