HCID 21875799, compound → HCID 21876418, compound

HRID 724191Notes

Reaction equation

HRID 724191 reaction equation
[Cl:1][C:2]1[C:3]([C:23]([F:26])([F:25])[F:24])=[CH:4][C:5]2[N:9]=[C:8]([CH:10]([OH:12])[CH3:11])[N:7]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][Cl:21])=[CH:15][CH:14]=3)[C:6]=2[CH:22]=1>C(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[C:3]([C:23]([F:25])([F:24])[F:26])=[CH:4][C:5]2[N:9]=[C:8]([C:10](=[O:12])[CH3:11])[N:7]([C:13]3[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][Cl:21])=[CH:17][CH:18]=3)[C:6]=2[CH:22]=1

Participants

4

Reactant 1

HCID 21875799HCID 21875799, compound

Product 1

HCID 21876418HCID 21876418, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 1-[6-chloro-1-[4-(2-chloroethyl)phenyl]-5-(trifluoromethyl)-1H-benzimidazol-2-yl]ethanol (Example 367, step 1, 400 mg, 1 mmol) in CH2Cl2 was added MnO2 (2.7 g, 32 mmol). The mixture was stirred at room temperature for 24 h. This was directly purified by flash column chromatography eluting with hexane/ethyl acetate (4:1) to afford 350 mg (88%) of the title compound as white solids.

Workup

  1. customThis was directly purified by flash column chromatography
  2. washeluting with hexane/ethyl acetate (4:1)

Sources & evidence

ORD record
ord-f5c0129dbedb4e7798fc4934ae6da52e
Source dataset
uspto-grants-2006_11
Patent number
US07141580B2

Reaction notes

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