HCID 59309785, compound → HCID 59309727, compound

HRID 1513066Notes

Reaction equation

HRID 1513066 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH2:11][C:12]2[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[C:14]([F:20])[C:13]=2[F:21])=[CH:4][C:3]=1[N:22]1[C:30](=[O:31])[NH:29][C:28]2[C:23]1=[N:24][CH:25]=[N:26][C:27]=2[CH2:32][OH:33]>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH2:11][C:12]2[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[C:14]([F:20])[C:13]=2[F:21])=[CH:4][C:3]=1[N:22]1[C:30](=[O:31])[NH:29][C:28]2[C:23]1=[N:24][CH:25]=[N:26][C:27]=2[CH:32]=[O:33]

Participants

4

Reactant 1

HCID 59309785HCID 59309785, compound

Product 1

HCID 59309727HCID 59309727, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 9-[2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyphenyl]-6-hydroxymethyl-7,9-dihydro-8H-purin-8-one (0.1%) in methylene chloride (3 mL) was added manganese(IV) oxide (272 mg), and the mixture was stirred at room temperature for 2 hours. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=3/1−1/3) to give the title compound (80 mg).

Workup

  1. customThe insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=3/1−1/3)

Sources & evidence

ORD record
ord-66451df32aa64fbcaa5e202bbfade732
Source dataset
uspto-grants-2012_07
Patent number
US08217069B2

Reaction notes

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