Cesium carbonate → HCID 178497514, 화합물

HRID 1816354노트

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HRID 1816354 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.FC(F)(F)S(O[C:59]1[CH:64]=[CH:63][C:62]([C:65]2[CH:70]=[CH:69][C:68]([C:71]([O:73][CH3:74])=[O:72])=[CH:67][CH:66]=2)=[CH:61][CH:60]=1)(=O)=O.[CH:77]1([C@H:83]2[CH2:88][CH2:87][C@H:86]([N:89]3[CH2:94][CH2:93][NH:92][CH2:91][CH2:90]3)[CH2:85][CH2:84]2)[CH2:82][CH2:81][CH2:80][CH2:79][CH2:78]1>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.ClCCl.O>[CH:77]1([C@H:83]2[CH2:88][CH2:87][C@H:86]([N:89]3[CH2:90][CH2:91][N:92]([C:59]4[CH:64]=[CH:63][C:62]([C:65]5[CH:70]=[CH:69][C:68]([C:71]([O:73][CH3:74])=[O:72])=[CH:67][CH:66]=5)=[CH:61][CH:60]=4)[CH2:93][CH2:94]3)[CH2:85][CH2:84]2)[CH2:78][CH2:79][CH2:80][CH2:81][CH2:82]1

참가 물질

9

반응물 4

HCID 10796Cesium carbonateHCID 634876Binap, (A+-)-HCID 22492882Methyl 4'-(trifluoromethanesulfonyloxy)-[1,1'-biphenyl]-4-carboxylateHCID 178420292HCID 178420292, 화합물

생성물 1

HCID 178497514HCID 178497514, 화합물수율 53,562.699%

시약·촉매·용매 4

HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 1140Toluene용매HCID 6344Dichloromethane용매

반응 조건

온도
110 °C

실험 절차

To a mixture of cesium carbonate (2.54 g), palladium(II) acetate (62 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (260 mg) in toluene (6 ml) was successively added methyl 4′-trifluoromethylsulfonyloxy-1,1′-biphenyl-4-carboxylate (1 g) and 1-(trans-4-cyclohexylcyclohexyl)-piperazine (835 mg) in stream of nitrogen. The mixture was stirred at ambient temperature for 45 minutes and at 110° C. for further 23 hours. After cooling to room temperature, water and dichloromethane was added to the reaction mixture. The resulting precipitate was collected by filtration and washed with water and dried to give methyl 4′-[4-(trans-4-cyclohexylcyclohexyl)-1-piperazinyl]-1,1′-biphenyl-4-carboxylate (684.8 g).

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-0f2b2b9e924140c1be1f484564735b53
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06884774B2

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