Chloroform → HCID 58930921, compound

HRID 387779Notes

Reaction equation

HRID 387779 reaction equation
C(Cl)(Cl)Cl.[F:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]3[C:24]4[CH:31]=[C:30]([CH2:32][OH:33])[NH:29][C:25]=4[N:26]=[CH:27][N:28]=3)=[CH:18][CH:17]=2)=[O:14])=[CH:8][CH:7]=1.O1CCCC1>[O-2].[O-2].[Mn+4].C(OCC)(=O)C>[F:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][C:16]2[CH:17]=[CH:18][C:19]([O:22][C:23]3[C:24]4[CH:31]=[C:30]([CH:32]=[O:33])[NH:29][C:25]=4[N:26]=[CH:27][N:28]=3)=[CH:20][CH:21]=2)=[O:14])=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 6212ChloroformHCID 8028TetrahydrofuranHCID 58931330HCID 58931330, compound

Product 1

HCID 58930921HCID 58930921, compoundYield 89.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

After adding 3 ml of chloroform and 50 mg of manganese dioxide to 18 mg of 1-(4-fluorophenyl)-3-[4-(6-hydroxymethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenyl]urea, the mixture was stirred overnight at room temperature. Tetrahydrofuran and ethyl acetate were added to the reaction system, and the mixture was filtered with celite and concentrated to dryness to obtain 16 mg of the title compound.

Workup

  1. filtrationthe mixture was filtered with celite and
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-2f2f2011572f40c4afb9def0f6cb70f8
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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