1H-1,2,4-Triazole → Letrozole

HRID 495063

Reaktionsgleichung

Reaktionsgleichung von HRID 495063
N1C=N[C:3]([CH2:6][C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[CH:9][CH:8]=2)=N1.BrCC1[CH:22]=[CH:21][C:20]([C:23]#[N:24])=[CH:19][CH:18]=1.[NH:25]1[CH:29]=[N:28][CH:27]=[N:26]1>C(#N)C.C(Cl)(Cl)Cl>[CH:13]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]([CH:6]([N:25]2[N:26]=[CH:27][N:28]=[CH:29]2)[C:3]2[CH:18]=[CH:19][C:20]([C:23]#[N:24])=[CH:21][CH:22]=2)[CH:14]=1

Komponenten

6

Edukt 3

HCID 92571H-1,2,4-TriazoleHCID 869964-(Bromomethyl)benzonitrileHCID 178509721HCID 178509721, Verbindung

Produkt 1

HCID 3902Letrozole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

U.S. Pat. No. 5,473,078 (“the '078 patent”) describes a method of preparing 4-[1-(1,2,4-triazolyl)methyl]benzonitrile by refluxing a solution of α-bromo-4-tolunitrile with 1,2,4-triazole for 15 hours in a mixture of acetonitrile and chloroform. The intermediate is purified by chromatography on silica gel, eluting with chloroform and isopropanol, and then reacted with 4-fluorobenzonitrile and potassium tert-butoxide in DMF, to obtain letrozole. An exemplary process described in the '078 patent is generally depicted in Scheme 1.

Aufarbeitung

  1. customThe intermediate is purified by chromatography on silica gel
  2. washeluting with chloroform and isopropanol
  3. customreacted with 4-fluorobenzonitrile and potassium tert-butoxide in DMF

Quellen und Nachweise

ORD-Eintrag
ord-92b45117926b4c25a1e347776e8925a1
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538230B2

Verknüpfte Notizen

Wird geladen…