HCID 67017328, compound → HCID 67017317, compound

HRID 1842037Notes

Reaction equation

HRID 1842037 reaction equation
[CH2:1]([O:3][C:4](=[O:24])/[CH:5]=[CH:6]/[C:7]1[C:12]([NH2:13])=[CH:11][CH:10]=[C:9]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[N:8]=1)[CH3:2]>O1CCCC1.[Pd]>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH2:6][C:7]1[C:12]([NH2:13])=[CH:11][CH:10]=[C:9]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:21])([F:22])[F:23])=[CH:16][CH:15]=2)[N:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 67017328HCID 67017328, compound

Product 1

HCID 67017317HCID 67017317, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

2.4 g (E)-3-[3-Amino-6-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-acrylic acid ethyl ester were dissolved in 50 ml tetrahydrofuran. 100 mg palladium on charcoil were added and the reaction mixture was stirred under an atmosphere of hydrogen at 40° C. for 4 hours. The cooled reaction mixture was filtered and the filtrate evaporated in vacuo to obtain 2.4 g 3-[3-Amino-6-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-propionic acid ethyl ester.

Workup

  1. customThe cooled reaction mixture
  2. filtrationwas filtered
  3. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-fe0dc9a99405485cbda13915557c3c51
Source dataset
uspto-grants-2015_02
Patent number
US08946212B2

Reaction notes

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