Ethanol → HCID 19968939, compound

HRID 976126Notes

Reaction equation

HRID 976126 reaction equation
[CH3:1][C:2]1[C:3]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16](=[O:32])/[CH:17]=[CH:18]/[CH:19]3[CH2:24][CH2:23][N:22]([CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:21][CH2:20]3)=[CH:12][CH:11]=2)=[N:4][CH:5]=[N:6][C:7]=1[CH3:8].C(O)C.[H][H]>[Pt]=O.O1CCOCC1>[CH3:1][C:2]1[C:3]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:16](=[O:32])[CH2:17][CH2:18][CH:19]3[CH2:20][CH2:21][N:22]([CH2:25][C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH2:23][CH2:24]3)=[CH:14][CH:15]=2)=[N:4][CH:5]=[N:6][C:7]=1[CH3:8]

Participants

6

Reactant 3

HCID 702EthanolHCID 70281720HCID 70281720, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19968939HCID 19968939, compoundYield 47.3%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 312751,4-DioxaneSolvent

Procedure

0.82 g of (E)-N-(5,6-dimethylpyrimidin-4-yl)-4-[3-(1-benzylpiperidin-4-yl)propenoyl]aniline obtained in Example 1 was added to a mixed solvent of 30 ml of ethanol and 40 ml of dioxane, and then 0.05 g of platinum oxide was added thereto. The mixture was stirred in a hydrogen stream at room temperature for 3.5 hours. After the catalyst was removed by filtration, the filtrate was condensed under reduced pressure. The obtained residue was applied to silica gel column chromatography to obtain 0.39 g of the title compound as pale yellow powder.

Workup

  1. customAfter the catalyst was removed by filtration
  2. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-b0f3f972635b4a5e9a538605a7964a0b
Source dataset
uspto-grants-1997_03
Patent number
US05610303

Reaction notes

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