Water → HCID 86678393, compound

HRID 882640Notes

Reaction equation

HRID 882640 reaction equation
FC(F)(F)C(O)=O.[NH2:8][C@@H:9]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)/[CH:10]=[CH:11]/[C:12]1[CH:17]=[CH:16][C:15]([S:18]([OH:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1.O.[H][H]>C(O)(=O)C.CN(C=O)C.[Pd]>[NH2:8][C@@H:9]([CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([S:18]([OH:21])(=[O:19])=[O:20])=[CH:16][CH:17]=1

Participants

7

Reactant 3

HCID 962WaterHCID 86678394HCID 86678394, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86678393HCID 86678393, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideCatalystHCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

100 mg (0.25 mmol) of 4-[(1E,3S)-3-amino-4-phenylbut-1-en-1-yl]benzenesulphonic acid trifluoroacetate were suspended in 10 ml of acetic acid and a few drops of DMF and water, admixed with 70 mg (0.07 mmol) of palladium on charcoal (10%) and hydrogenated at hydrogen pressure 2.2 bar for 24 h. The solution was filtered and the filtrate purified by prep. HPLC.

Workup

  1. filtrationThe solution was filtered
  2. customthe filtrate purified by prep

Sources & evidence

ORD record
ord-b46720ca697143558944586915b0028b
Source dataset
uspto-grants-2015_03
Patent number
US08992932B2

Reaction notes

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