HCID 67304733, compound → HCID 59326610, compound

HRID 238628Notes

Reaction equation

HRID 238628 reaction equation
[CH2:1]([O:3][C:4](=[O:31])[CH:5]=[CH:6][C:7]1[C:16]([CH3:17])=[C:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([S:25]([CH2:28][CH3:29])(=[O:27])=[O:26])=[CH:21][CH:20]=2)[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([F:30])[CH:13]=2)[CH:8]=1)[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:31])[CH2:5][CH2:6][C:7]1[C:16]([CH3:17])=[C:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([S:25]([CH2:28][CH3:29])(=[O:26])=[O:27])=[CH:21][CH:20]=2)[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([F:30])[CH:13]=2)[CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 67304733HCID 67304733, compound

Product 1

HCID 59326610HCID 59326610, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-[4-(4-ethanesulfonyl-phenoxy)-6-fluoro-3-methyl-naphthalen-2-yl]-acrylic acid ethyl ester (40 mg, 0.09 mmol) in ethyl acetate (3 mL) was added 10% palladium on carbon (4 mg). The resulting mixture was stirred vigorously under a hydrogen (balloon) atmosphere overnight, and then filtered. The filtrate was concentrated in vacuo to give 3-[4-(4-ethanesulfonyl-phenoxy)-6-fluoro-3-methyl-naphthalen-2-yl]-propionic acid ethyl ester (30 mg, 75%) as a yellow solid, which was used for the next step without any further purification.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-727de8ea9de643c0bad1a9c564aea6fd
Source dataset
uspto-grants-2014_02
Patent number
US08642629B2

Reaction notes

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