تفاعل #2045125

ord-4de384c1337346179a27ccc6e2100506

معادلة التفاعل

Cc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(C#CCO)cc1
compound 2-1
Cc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(C#CCO)cc1
1-(2,4-Dichloro-phenyl)-5-[4-(3-hydroxy-prop-1-ynyl)-phenyl]-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide
ClCCl
DCM
Cc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(CCCO)cc1
4-1
المردود 76.0%
Cc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(CCCO)cc1
1-(2,4-Dichloro-phenyl)-5-[4-(3-hydroxy-propyl)-phenyl]-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide
المردود 76.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحthe catalyst was filtered
  2. 2
    تركيزthe residue was concentrated
  3. 3
    أخرىpurified by flash column chromatography (petroleum ether-ethyl acetate, 6:4)

الإجراء التجريبي

To a magnetically stirred suspension of 14 mg of palladium (10 wt % on carbon) taken in 8 ml of THF was added compound 2-1 (80 mg, 0.165 mmol) dissolved in 3 ml of THF. The resulting mixture was stirred at room temperature for 2 h under an atmosphere of hydrogen. Then to the mixture was added 10 ml of DCM and the catalyst was filtered and the residue was concentrated and purified by flash column chromatography (petroleum ether-ethyl acetate, 6:4) to afford 61 mg (76%) of 4-1 as a white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08410097B2uspto-grants-2013_04