Acetic Acid → HCID 69292078, compound

HRID 270382Notes

Reaction equation

HRID 270382 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([C:17]#[C:18][CH2:19][N:20]([CH2:24][CH3:25])[CH2:21][CH2:22][OH:23])=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:26][C:27](O)=[O:28]>CO.[Pd]>[C:27]([O:23][CH2:22][CH2:21][N:20]([CH2:19]/[CH:18]=[CH:17]\[C:15]1[CH:14]=[CH:13][C:12]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[N:9][S:10][C:11]=2[CH:16]=1)[CH2:24][CH3:25])(=[O:28])[CH3:26]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 223141722-({3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-ethyl-amino)-ethanol

Product 1

HCID 69292078HCID 69292078, compoundYield 69.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

75 mg (0.2 mmol) 2-({3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-prop-2-ynyl}-ethyl-amino)-ethanol in 2 ml MeOH with 0.012 ml (0.2 mmol) AcOH were hydrogenated in the presence of 7 mg Pd/C 10% (16 h), filtration over decalite and evaporation yielded 58 mg (66%) Z-2-({3-[3-(4-Chloro-phenyl)-benzo[d]isothiazol-6-yl]-allyl}-ethyl-amino)-ethanol acetate as light brown oil, MS: 373 (MH+, 1Cl).

Sources & evidence

ORD record
ord-d674aeba810b4570b9f4bacbad2cd113
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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