HCID 66590666, compound → HCID 66591016, compound

HRID 1894832Notes

Reaction equation

HRID 1894832 reaction equation
[CH2:1]([O:5][C:6]1[CH:7]=[C:8](/[CH:28]=[CH:29]/[C:30]([O:32][CH3:33])=[O:31])[CH:9]=[CH:10][C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N:18]([CH3:27])[C:19]([NH:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[O:20])[N:13]=1)[CH2:2][CH2:3][CH3:4]>CO.[Pd]>[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH2:28][CH2:29][C:30]([O:32][CH3:33])=[O:31])[CH:9]=[CH:10][C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N:18]([CH3:27])[C:19]([NH:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[O:20])[N:13]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 66590666HCID 66590666, compound

Product 1

HCID 66591016HCID 66591016, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 430 mg of methyl(E)-3-{3-butoxy-4-[6-(1-methyl-3-pentylureido)pyrid-2-yl]phenyl}acrylate in 5 mL of methanol is stirred for 3 hours at room temperature in the presence of 100 mg of palladium-on-charcoal, under a hydrogen atmosphere. After filtering off the palladium and evaporating off the solvents, 370 mg of methyl 3-{3-butoxy-4-[6-(1-methyl-3-pentylureido)pyrid-2-yl]phenyl}propionate are obtained. Yield=86%.

Workup

  1. filtrationAfter filtering off the palladium
  2. customevaporating off the solvents, 370 mg of methyl 3-{3-butoxy-4-[6-(1-methyl-3-pentylureido)pyrid-2-yl]phenyl}propionate
  3. customare obtained

Sources & evidence

ORD record
ord-f9d5e117f896429aa173b0f0920d002b
Source dataset
uspto-grants-2013_08
Patent number
US08513297B2

Reaction notes

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