تفاعل #2045124

معادلة التفاعل

5-(4-Bromo-phenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide

propargyl alcohol

ammonium chloride

→

2-1

المردود 74.3%

1-(2,4-Dichloro-phenyl)-5-[4-(3-hydroxy-prop-1-ynyl)-phenyl]-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide

المردود 74.3%

المذيبات

pyrrolidine

pyrrolidine

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe contents were heated at 80-85° C. for 10 h
2. 2
   استخلاصthe mixture was extracted with ethyl acetate
3. 3
   استخلاصThe organic extract
4. 4
   تجفيفwas dried over MgSO4
5. 5
   أخرىthe solvent was removed in vacuo
6. 6
   أخرىPurification by flash column chromatography on silica gel (petroleum ether-ethyl acetate, 7:3)

الإجراء التجريبي

To a stirred solution of 5-(4-Bromo-phenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide (40 mg, 0.078 mmol) in pyrrolidine (2.5 ml) was added a catalytic amount of tetrakis(triphenylphosphine) palladium under an atmosphere of Argon. After stirring the contents for 5 min at room temperature, a solution of propargyl alcohol (10 mg, 0.178 m mol) in pyrrolidine (1.5 ml) was added to the reaction mixture. The contents were heated at 80-85° C. for 10 h. Then a saturated aqueous solution of ammonium chloride was added and the mixture was extracted with ethyl acetate. The organic extract was dried over MgSO4 and the solvent was removed in vacuo. Purification by flash column chromatography on silica gel (petroleum ether-ethyl acetate, 7:3) afforded 28 mg (74%) of 2-1 as white solid.

المصدر