Cesium carbonate → HCID 178497514、化合物

HRID 1816354ノート

反応式

HRID 1816354 の反応式
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

参加物

9

反応物 4

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

生成物 1

HCID 178497514HCID 178497514、化合物収率 53,562.699%

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
110 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-0f2b2b9e924140c1be1f484564735b53
出典データセット
uspto-grants-2005_04
特許番号
US06884774B2

反応ノート

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