HCID 69119808, compound → HCID 10098658, compound

HRID 2118353Notes

Reaction equation

HRID 2118353 reaction equation
[CH:1]1([S:6]([C:9]2[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][CH2:27][C@@H:28]([C:30]3[CH:35]=[CH:34][C:33]([O:36]CC4C=CC=CC=4)=[C:32]([F:44])[CH:31]=3)[OH:29])[CH:12]=[CH:13][CH:14]=2)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1>[Pd].CCOC(C)=O.CC(O)=O>[CH:1]1([S:6]([C:9]2[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][CH2:27][C@@H:28]([C:30]3[CH:35]=[CH:34][C:33]([OH:36])=[C:32]([F:44])[CH:31]=3)[OH:29])[CH:12]=[CH:13][CH:14]=2)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 1

HCID 69119808HCID 69119808, compound

Product 1

HCID 10098658HCID 10098658, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

To an evacuated flask containing palladium on carbon [50% water by weight] was added a solution of (1R)-2-{[6-({4-[3-(cyclopentylsulfonyl)phenyl]butyl}oxy)hexyl]amino)-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}ethanol (37 mg) in EtOAc (8 ml) and AcOH (2 ml). The reaction mixture was hydrogenated for 4 h. The catalyst was filtered off and the filtrate concentrated in vacuo to give the title compound. LCMS RT=2.60 min 535(M+H)+

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-03fe939cfadd4b37aa03408d4491543e
Source dataset
uspto-grants-2008_10
Patent number
US07442839B2

Reaction notes

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