HCID 86746856, compound → HCID 18946733, compound

HRID 248930Notes

Reaction equation

HRID 248930 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]#[N:30])=[CH:19][CH:18]=2)[CH:7]=[C:8]([CH:10]=[CH:11][C:12]([O:14][CH3:15])=[O:13])[CH:9]=1)[CH2:2][CH2:3][CH3:4]>C(Cl)Cl.[Pd]>[CH2:1]([C:5]1[N:6]([CH2:16][C:17]2[CH:18]=[CH:19][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]#[N:30])=[CH:21][CH:22]=2)[CH:7]=[C:8]([CH2:10][CH2:11][C:12]([O:14][CH3:15])=[O:13])[CH:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 1

HCID 86746856HCID 86746856, compound

Product 1

HCID 18946733HCID 18946733, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 3-[2-(n-butyl)-1-(2"-cyanobiphenyl-4'-ylmethyl)pyrrol-4-yl]acrylate (AF) (6.0 g) (prepared, e.g., as described in Preparation 22), in methylene chloride (200 ml) was added 5% palladium on carbon (1 g), and the resulting mixture was stirred under hydrogen at room temperature at atmospheric pressure for 4 hours. The reaction mixture was filtered through a Celite pad to remove catalyst, and evaporation of the filtrate gave methyl 3-[2-(n-butyl)-1-(2"-cyanobiphenyl-4'-ylmethyl)pyrrol-4-yl]propionate (6.0 g), a compound of Formula (AG), as an oil.

Workup

  1. filtrationThe reaction mixture was filtered through a Celite pad
  2. customto remove
  3. customcatalyst, and evaporation of the filtrate

Sources & evidence

ORD record
ord-b966e464bfa540d7b3c796365dcf58cd
Source dataset
uspto-grants-1993_05
Patent number
US05212195

Reaction notes

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