HCID 66591373, compound → HCID 66591218, compound

HRID 1894834Notes

Reaction equation

HRID 1894834 reaction equation
[C:1]([O:5][C:6]([CH2:8][NH:9][C:10]1[N:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19](/[CH:22]=[CH:23]/[C:24]([O:26][CH3:27])=[O:25])=[CH:18][C:17]=2[O:28][CH2:29][CH3:30])[CH:13]=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([CH2:8][NH:9][C:10]1[N:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH:18][C:17]=2[O:28][CH2:29][CH3:30])[CH:13]=[CH:12][CH:11]=1)=[O:7])([CH3:2])([CH3:4])[CH3:3]

Participants

4

Reactant 1

HCID 66591373HCID 66591373, compound

Product 1

HCID 66591218HCID 66591218, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.0 g of methyl(E)-3-{4-[6-(tert-butoxycarbonylmethylamino)pyrid-2-yl]-3-ethoxyphenyl}acrylate in 10 mL of methanol is stirred for 3 hours at room temperature in the presence of 200 mg of 10% palladium-on-charcoal under a hydrogen atmosphere. After filtering off the palladium and evaporating off the solvents, 1.0 g of methyl 3-{4-[6-(tert-butoxycarbonylmethylamino)pyrid-2-yl]-3-ethoxyphenyl}propionate is obtained. Yield=100%.

Workup

  1. filtrationAfter filtering off the palladium
  2. customevaporating off the solvents

Sources & evidence

ORD record
ord-8a782c8a8f4e4d2aa3440c563f56631e
Source dataset
uspto-grants-2013_08
Patent number
US08513297B2

Reaction notes

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