HCID 21070508, compound → HCID 21070509, compound

HRID 1435326Notes

Reaction equation

HRID 1435326 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([CH:9]([C:11]2[C:19]3[O:18][CH:17]=[CH:16][C:15]=3[CH:14]=[C:13]([F:20])[CH:12]=2)[OH:10])=[CH:4][N:3]=1>C(OC(=O)C)C.[O-2].[Mn+2]>[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]([C:11]2[C:19]3[O:18][CH:17]=[CH:16][C:15]=3[CH:14]=[C:13]([F:20])[CH:12]=2)=[O:10])=[CH:4][N:3]=1

Participants

4

Reactant 1

HCID 21070508HCID 21070508, compound

Product 1

HCID 21070509HCID 21070509, compoundYield 908.9%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 8857Ethyl AcetateSolvent2×

Procedure

At 20° C., a solution of (2,4-dichloro-pyrimidin-5-yl)-(5-fluoro-benzofuran-7-yl)-methanol (0.9 g, 0.29 mmol, Step D) in ethylacetate (110 mL) was treated with a slurry of manganese oxide (9.0 g, Aldrich) in ethyl acetate (110 mL). After stirring for 3.5 hours, the reaction was filtered through celite and solvent removed in vacuo to give 0.82 g of (2,4-dichloro-pyrimidin-5-yl)-(5-fluoro-benzofuran-7-yl)-methanone as a foam and taken to the next step.

Workup

  1. filtrationthe reaction was filtered through celite and solvent
  2. customremoved in vacuo

Sources & evidence

ORD record
ord-903b12dddc0946ab8838d72a23793d73
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

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