3-[4-Fluoro-2-(morpholine-4-sulfonyl)-phenyl]-acrylic acid methyl ester → 3-[4-Fluoro-2-(morpholine-4-sulfonyl)-phenyl]-propionic acid methyl ester

HRID 1971838Notes

Reaction equation

HRID 1971838 reaction equation
[CH3:1][O:2][C:3](=[O:22])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[S:13]([N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)(=[O:15])=[O:14]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:22])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[S:13]([N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)(=[O:15])=[O:14]

Participants

4

Reactant 1

HCID 669225013-[4-Fluoro-2-(morpholine-4-sulfonyl)-phenyl]-acrylic acid methyl ester

Product 1

HCID 581269073-[4-Fluoro-2-(morpholine-4-sulfonyl)-phenyl]-propionic acid methyl esterYield 74.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of example 86 (200 mg, 0.608 mmol) in MeOH (10 ml) was added Pd/C (20 mg, 10% Pd on carbon). The mixture was stirred at room temperature under H2 atmosphere overnight. The mixture was filtered and the filtrate was concentrated in vacuo. The resulting residue was purified by column chromatography (PE/EA=3/1) to give the desire product (150 mg, yield 74.5%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe resulting residue was purified by column chromatography (PE/EA=3/1)

Sources & evidence

ORD record
ord-6b793ee3a33345d68914a11b626718a6
Source dataset
uspto-grants-2013_04
Patent number
US08431581B2

Reaction notes

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