Methyl (2E)-3-[4-(1-cyclohexyl-3-methyl-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-3-methoxyphenyl]-2-propenate → HCID 136005950, compound

HRID 915981Notes

Reaction equation

HRID 915981 reaction equation
[CH:1]1([N:7]2[C:15]3[C:14](=[O:16])[NH:13][C:12]([C:17]4[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:18]=4[O:29][CH3:30])=[N:11][C:10]=3[C:9]([CH3:31])=[N:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>[Pt]=O.O1CCCC1>[CH:1]1([N:7]2[C:15]3[C:14](=[O:16])[NH:13][C:12]([C:17]4[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:18]=4[O:29][CH3:30])=[N:11][C:10]=3[C:9]([CH3:31])=[N:8]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 136005762Methyl (2E)-3-[4-(1-cyclohexyl-3-methyl-7-oxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-3-methoxyphenyl]-2-propenateHCID 178418361HCID 178418361, compound

Product 1

HCID 136005950HCID 136005950, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a 2 ml tetrahydrofuran solution of 63 mg (0.15 mmol) of the compound obtained in Example 226, 6 mg of platinum oxide was added, and the mixture was stirred for 3.5 hours in an atmosphere of hydrogen at room temperature and atmospheric pressure. Then, the catalyst was removed by filtration, and the filtrate was distilled under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1) to obtain 52 mg (82%) of the captioned compound.

Workup

  1. customThen, the catalyst was removed by filtration
  2. distillationthe filtrate was distilled under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1)

Sources & evidence

ORD record
ord-387f454ad27f495da6e88de4bf803d1c
Source dataset
uspto-grants-2007_09
Patent number
US07268128B2

Reaction notes

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