Methanol → (+/-)-5-(7-Chloro-1,2-dimethyl-4H-benzo[5,6]cyclohepta[1,2-d]imidazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

HRID 324484

Reaktionsgleichung

Reaktionsgleichung von HRID 324484
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:16](O)[C:10]3[N:11]=[C:12]([CH3:15])[N:13]([CH3:14])[C:9]=3[CH:8]=[CH:7][C:6]=2[CH:18]=1.[CH3:19][N:20]1[CH:27]=[CH:26][C:24](=[O:25])[NH:23][C:21]1=[O:22].B(F)(F)F.CCOCC.CO>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:16]([C:26]3[C:24](=[O:25])[NH:23][C:21](=[O:22])[N:20]([CH3:19])[CH:27]=3)[C:10]3[N:11]=[C:12]([CH3:15])[N:13]([CH3:14])[C:9]=3[CH:8]=[CH:7][C:6]=2[CH:18]=1

Komponenten

6

Edukt 4

HCID 887MethanolHCID 8000Boron trifluoride etherateHCID 120091-MethyluracilHCID 22003588(+/-)-7-Chloro-1,2-dimethyl-4H-benzo[5,6]cyclohepta[1,2-d]imidazol-4-ol

Produkt 1

HCID 22003604(+/-)-5-(7-Chloro-1,2-dimethyl-4H-benzo[5,6]cyclohepta[1,2-d]imidazol-4-yl)-1-methyl-2,4(1H,3H)-pyrimidinedione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of the product from step (iii) (0.91 g), and 1-methyluracil (0.44 g) in acetonitrile (40 ml) was treated with boron trifluoride etherate (2.47 g) and heated at 50° C. for 4 h. The solution was treated with methanol (1 ml) and evaporated. Purification was by chromatography on a biotage silica column, using 3% methanol/0.1% 0.880 ammonia in dichloromethane as eluant to give the subtitled product as a cream powder.

Aufarbeitung

  1. customevaporated
  2. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-24895a3d2b4044ac8a8aafa6ec8d6d06
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218376B1

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