HCID 67272045, compound → HCID 67273349, compound

HRID 250926Notes

Reaction equation

HRID 250926 reaction equation
[CH3:1][N:2]([C:11]1[CH:12]=[C:13]([C:17]2[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:18]=2[N+:29]([O-])=O)[CH:14]=[CH:15][CH:16]=1)[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[O:4]>CO.[Pd]>[NH2:29][C:18]1[CH:19]=[C:20]([CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])[CH:21]=[CH:22][C:17]=1[C:13]1[CH:14]=[CH:15][CH:16]=[C:11]([N:2]([CH3:1])[C:3]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[O:4])[CH:12]=1

Participants

4

Reactant 1

HCID 67272045HCID 67272045, compound

Product 1

HCID 67273349HCID 67273349, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a manner similar to that of Example (18e), by reaction of 300 mg (10% by mass) of 10% palladium-on-charcoal and 2.90 g (6.8 mmol, 1 eq) of methyl (E)-3-[3′-(1-methyl-3-pentylureido)-2-nitrobiphenyl-4-yl]acrylate in 50 ml of methanol, and after purification by chromatography on silica gel (50/50 heptane/ethyl acetate), 2.57 g of methyl 3-[2-amino-3′-(1-methyl-3-pentylureido)biphenyl-4-yl]propanoate are obtained in the form of a yellow oil. Yield=95%

Workup

  1. customafter purification by chromatography on silica gel (50/50 heptane/ethyl acetate), 2.57 g of methyl 3-[2-amino-3′-(1-methyl-3-pentylureido)biphenyl-4-yl]propanoate
  2. customare obtained in the form of a yellow oil

Sources & evidence

ORD record
ord-36facffe25bc4ab28c8702d72bc768cf
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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