Réaction #41605

ord-2f53b352f3654eb7b81ad112302344a4

Équation de réaction

O.O.[Cl][Sn][Cl]
tin(II) chloride dihydrate
CN(C)C=O
dimethylformamide
O=C(Nc1cc(Oc2ccccc2F)c(OCc2ccccc2)cc1[N+](=O)[O-])c1cnccn1
N-(4-benzyloxy-5-(2-fluorophenoxy)-2-nitrophenyl)pyrazinecarboxamide
Fc1ccccc1Oc1cc2[nH]c(-c3cnccn3)nc2cc1OCc1ccccc1
compound
Fc1ccccc1Oc1cc2[nH]c(-c3cnccn3)nc2cc1OCc1ccccc1
5-benzyloxy-6-(2-fluorophenoxy)-2-pyrazin-2-yl-1H-benzimidazole

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe reaction liquid
  2. 2
    AutreThe reaction liquid
  3. 3
    Lavagewashed with aqueous saturated sodium bicarbonate, water and saturated saline in order
  4. 4
    Séchagedried with anhydrous magnesium sulfate
  5. 5
    AutreThe solvent was evaporated away under reduced pressure
  6. 6
    Lavagethe resulting residue was washed with a mixed solvent of ethyl acetate and hexane

Mode opératoire

3.72 g of tin(II) chloride dihydrate was added to a dimethylformamide (16 ml) suspension of 1.52 g of N-(4-benzyloxy-5-(2-fluorophenoxy)-2-nitrophenyl)pyrazinecarboxamide, and the reaction liquid was stirred overnight at 80° C. The reaction liquid was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate, water and saturated saline in order, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was washed with a mixed solvent of ethyl acetate and hexane to obtain the entitled compound as a yellow solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07728025B2uspto-grants-2010_06