반응 #48036

반응 방정식

1-aminopiperidine

1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxylic acid

N2

O-benzotriazol-1-yl-N,N, N′,N′-tetramethyluronium hexafluorophosphate

→

compound 1

N-(piperidin-1-yl)-1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamide

용매

acetonitrile

반응 조건

후처리

1. 1
   농축The mixture is concentrated
2. 2
   workup.ADDITIONadded to a mixture of ethyl acetate and aqueous NaHCO3
3. 3
   기타The Ethyl acetate layer is collected
4. 4
   건조dried over MgSO4
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타The resulting residue is recrystallised from acetonitrile

실험 절차

Part D: To a stirred suspension of 1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxylic acid (1.50 gram, 5 mmol) in anhydrous acetonitrile (40 ml) is successively added N-diisopropylethylamine (DIPEA) (1.92 ml, 11 mmol), O-benzotriazol-1-yl-N,N, N′,N′-tetramethyluronium hexafluorophosphate (HBTU) (2.08 g, 5.5 mmol) and 1-aminopiperidine (0.59 ml, 5.5 mmol) and the resulting mixture is reacted at room temperature for 16 hours in a N2 atmosphere. The mixture is concentrated and added to a mixture of ethyl acetate and aqueous NaHCO3. The Ethyl acetate layer is collected, dried over MgSO4, filtered and concentrated in vacuo. The resulting residue is recrystallised from acetonitrile to give N-(piperidin-1-yl)-1-(4-chlorophenyl)-5-phenyl-4,5-dihydro-(1H)-pyrazole-3-carboxamide (compound 1), 1.34 gram, 70% yield). Melting point: 189-192° C.

출처