HCID 57690820, compound → HCID 57690843, compound

HRID 1929386Notes

Reaction equation

HRID 1929386 reaction equation
[F:1][C:2]1[C:7]([CH:8]([C:10]2[N:11]=[CH:12][N:13]([C:15]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:14]=2)[OH:9])=[CH:6][CH:5]=[CH:4][N:3]=1>ClCCl.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[C:7]([C:8]([C:10]2[N:11]=[CH:12][N:13]([C:15]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:14]=2)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 57690820HCID 57690820, compound

Product 1

HCID 57690843HCID 57690843, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
75 °C

Procedure

Manganese dioxide (5 g, 57.51 mmol) was added to a solution of (2-fluoropyridin-3-yl)(1-trityl-1H-imidazol-4-yl)methanol (1.3 g, 2.99 mmol) in dichloromethane (25 ml). The reaction mixture was heated to 75° C. and stirred for 18 hours. The crude mixture was cooled down to room temperature and filtered through a path of celite. The mother liquors were concentrated in vacuo to afford the title compound (1.1 g, 85% yield).

Workup

  1. filtrationfiltered through a path of celite
  2. concentrationThe mother liquors were concentrated in vacuo

Sources & evidence

ORD record
ord-40cb6a959e7645338d060fd042bab10f
Source dataset
uspto-grants-2012_05
Patent number
US08188071B2

Reaction notes

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