ethyl(E)-3-[5'-(3-heptyl-1-methylureido)-2'-methylbiphenyl-4-yl]acrylate → Ethyl 3-[5'-(3-heptyl-1-methylureido)-2'-methylbiphenyl-4-yl]propanoate

HRID 250866Notes

Reaction equation

HRID 250866 reaction equation
[CH2:1]([NH:8][C:9](=[O:32])[N:10]([C:12]1[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([C:18]2[CH:23]=[CH:22][C:21](/[CH:24]=[CH:25]/[C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:20][CH:19]=2)[CH:17]=1)[CH3:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]>CO.[Pd]>[CH2:1]([NH:8][C:9](=[O:32])[N:10]([C:12]1[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:20][CH:19]=2)[CH:17]=1)[CH3:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 1

HCID 67272904ethyl(E)-3-[5'-(3-heptyl-1-methylureido)-2'-methylbiphenyl-4-yl]acrylate

Product 1

HCID 67272247Ethyl 3-[5'-(3-heptyl-1-methylureido)-2'-methylbiphenyl-4-yl]propanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 460 mg of ethyl (E)-3-[5′-(3-heptyl-1-methylureido)-2′-methylbiphenyl-4-yl]acrylate (prepared in step 21f) in 10 ml of methanol is stirred for 12 hours at room temperature in the presence of 100 mg (22% by mass) of 10% palladium-on-charcoal under a hydrogen atmosphere. The palladium is filtered off and the solvent is evaporated off. The oil is used directly in the following step.

Workup

  1. filtrationThe palladium is filtered off
  2. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-565841b0c6a04cbdaa3cb8fd76d7deb3
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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