HCID 71721661, compound → HCID 118667045, compound

HRID 591522Notes

Reaction equation

HRID 591522 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13](/[CH:15]=[CH:16]\[C:17]3[C:18]([CH3:24])=[N:19][C:20]([CH3:23])=[CH:21][CH:22]=3)=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2]>[Pd].C1COCC1>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([CH2:15][CH2:16][C:17]3[C:18]([CH3:24])=[N:19][C:20]([CH3:23])=[CH:21][CH:22]=3)=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2]

Participants

4

Reactant 1

HCID 71721661HCID 71721661, compound

Product 1

HCID 118667045HCID 118667045, compoundYield 81.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl(6-((Z)-2-(2,6-dimethylpyridin-3-yl)vinyl)-1-benzothiophen-3-yl)acetate (110 mg), 10% Pd—C (50% wet, 50 mg) and THF (5 mL) was hydrogenated under atmospheric pressure for 30 min. The catalyst was removed by filtration. The filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (90 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationThe filtrate was concentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

Sources & evidence

ORD record
ord-91a7219b95ea4ca59b05ccee99d00024
Source dataset
uspto-grants-2016_01
Patent number
US09238639B2

Reaction notes

Loading…