HCID 67272868, compound → HCID 67272960, compound

HRID 250931Notes

Reaction equation

HRID 250931 reaction equation
[CH2:1]([NH:8][C:9](=[O:33])[N:10]([C:12]1[CH:13]=[C:14]([C:18]2[CH:23]=[CH:22][C:21](/[CH:24]=[CH:25]/[C:26]([O:28][CH3:29])=[O:27])=[CH:20][C:19]=2[N+:30]([O-])=O)[CH:15]=[CH:16][CH:17]=1)[CH3:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]>CO.[Pd]>[NH2:30][C:19]1[CH:20]=[C:21]([CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])[CH:22]=[CH:23][C:18]=1[C:14]1[CH:15]=[CH:16][CH:17]=[C:12]([N:10]([CH3:11])[C:9]([NH:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[O:33])[CH:13]=1

Participants

4

Reactant 1

HCID 67272868HCID 67272868, compound

Product 1

HCID 67272960HCID 67272960, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a manner similar to that of Example (18e), by reaction of 400 mg (10% by mass) of 10% palladium-on-charcoal and 4.0 g (8.8 mmol, 1 eq) of methyl (E)-3-[3′-(3-heptyl-1-methylureido)-2-nitrobiphenyl-4-yl]acrylate in 80 ml of methanol, and after purification by chromatography on silica gel (50/50 heptane/ethyl acetate), 3.81 g of methyl 3-[2-amino-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate are obtained in the form of a colorless oil. Yield=100%

Workup

  1. customafter purification by chromatography on silica gel (50/50 heptane/ethyl acetate), 3.81 g of methyl 3-[2-amino-3′-(3-heptyl-1-methylureido)biphenyl-4-yl]propanoate
  2. customare obtained in the form of a colorless oil

Sources & evidence

ORD record
ord-3aebc9450c6942b3ba5a3fee059116b8
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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