HCID 54153280, compound → HCID 19968912, compound

HRID 976128Notes

Reaction equation

HRID 976128 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([NH:11][C:12]3[C:13]4[CH2:20][CH2:19][CH2:18][C:14]=4[N:15]=[CH:16][N:17]=3)=[CH:8][CH:9]=2)[CH2:4][C:3]1=[CH:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:24][CH2:23]1>O1CCCC1.C(O)C.C(O)(=O)C.[Pt]=O>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:7]([NH:11][C:12]3[C:13]4[CH2:20][CH2:19][CH2:18][C:14]=4[N:15]=[CH:16][N:17]=3)=[CH:8][CH:9]=2)[CH2:4][CH:3]1[CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:24][CH2:23]1

Participants

6

Reactant 1

HCID 54153280HCID 54153280, compound

Product 1

HCID 19968912HCID 19968912, compoundYield 96.6%

Reagents, catalysts & solvents 4

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

0.53 g of platinum oxide was added to 1.35 g of 4-[1-oxo-2-(1-benzylpiperidin-4-yl)methyleneindan-5-yl]amino-5,6-dihydro-7H-cyclopenta[d]pyrimidine dissolved in a mixed solution of 60 ml of tetrahydrofuran, 60 ml of ethanol and 1 ml of acetic acid, and the mixture was stirred under a hydrogen stream at room temperature for 8 hours. After the catalyst was removed by filtration, the filtrate was condensed. The obtained residue was applied to silica gel column chromatography to obtain 1.31 g of the title compound as pale yellow powder.

Workup

  1. customAfter the catalyst was removed by filtration
  2. customcondensed

Sources & evidence

ORD record
ord-c9808311b9794658836add73d8549706
Source dataset
uspto-grants-1997_03
Patent number
US05610303

Reaction notes

Loading…