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      多取代吡啶-1(2h)-酮衍生物及其合成方法與應(yīng)用_3

      文檔序號:9779301閱讀:來源:國知局
      2H),2.44(t,J = 5.0Hz,2H),1.75-1.68(m,4H) ;13C 匪R(125MHz,CDCl3)δ161.3,147.6,
      142.3.139.0. 134.5.131.9.130.0.128.7.128.6.128.3.128.1,127.I,126.4,124.9, 118.1,35·6,26·6,24·2,21·8,21·7;HRMS-ESI[M+H]+Calcd for C22H21CINO 350.1306, found 350.1321.
      [0086] 2-鄰氯苯基-4-芐基-5,6,7,8-四氫環(huán)己烷并[c]吡啶-1(2H)_酮
      [0088]黃色液體=1H NMR(500MHz,αχη3)δ7·56-7.52(m,lH) ,7.381-7.36(m,3H),7.32(t, J = 7.3Hz,2H) ,7.24(t,J = 7.3Hz,lH) ,7.20d,J = 7.3Hz,2H) ,6.79(s,lH) ,3.77(d,J = 16.2Hz,lH),3.73(d,J=16.2Hz,lH),2.64-2.60(m,2H),2.47-2.43(m,2H),1.76-1.71(m, 4H); 13C 匪R(125MHz,CDCl3)δ161.2,139.2,138.8,132.2,131.8,130.4,129.8,129.5, 128.7.128.6.128.4.127.6.126.4.117.7.35.6.26.6.24.0. 21.8.21.7;HRMS-ESI[M+H]+ Calcd for C22H21CINO 350.1306,found 350.1311.
      [0089] 2-對溴苯基-4-芐基-5,6,7,8-四氫環(huán)己烷并[c ]吡啶-I (2H)-酮
      [0091]白色固體:m.p· NMR(500MHz,CDCl3)S7.57(d,J = 8.7Hz,2H) ,7.32 (t,J = 7.5Hz,2H) ,7.27(d,J = 8.7Hz,2H),7.24(d,J = 7.4Hz,lH),7.18(d,J = 7.2Hz,2H), 6.88(s,lH) ,3.74(s,2H) ,2.59(t ,J = 4.9Hz,2H) ,2.44(t ,J = 4.7Hz,2H) ,1.74-1.69(m, 4H);13C 匪R(125MHz,CDC13)S161.2,147.6,140.1,138.9,132.1,131.8,128.5,128.3, 128.2,126.4,121.6,118.I,35.5,26.5,24.I,21.7,21.6;HRMS-ESI[M+H] +Calcd for C22H2iBrNO 394.0801,found 394.0807.
      [0092] 2-鄰溴苯基-4-芐基-5,6,7,8-四氫環(huán)己烷并[c ]吡啶-I (2H)-酮
      [0094]黃色液體=1H 匪R(500MHz,CDCl3)S7.72(dd,J = 8.1,1·2Ηζ,1Η),7.45-7.28(m, 5H) ,7.25-7.20(m,3H) ,6.78(s,lH) ,3.78(d,J=16. ΙΗζ,ΙΗ) ,3.73(d,J=16. ΙΗζ,ΙΗ), 2·63-2·60(m,2H),2.49-2.44(m,2H),1.76-1.62(m,4H);13C NMR(125MHz,CDC13)S161.2, 147.8,140.5,139.2,133.6,132.2,130.0,129.6,128.9,128.6,128.5,128.4,126.4, 121.8,117.6,35.7,26.6,24.I,21.9,21.7;HRMS-ESI[M+H]+Calcd for C22H2iBrNO 394.0801,found 394.0796.
      [0095] 2-鄰碘苯基-4-芐基-5,6,7,8-四氫環(huán)己烷并[c ]吡啶-I (2H)-酮
      [0097]黃色液體:1!1匪1?(5001!^,〇0(:13)37.96((1(1,了 = 8.0,1.2!^,1!1),7.35-7.31(111, 3H),7.46(td,J = 7.7,1.3Hz,lH),7.25-7.22(m,3H),7.14(td,J = 7.8,1.6Hz,lH),6.74(s, 1H) ,3.79(d,J=16.2Hz,lH) ,3.73(d,J=16.2Hz,lH) ,2.66-2.58(m,2H) ,2.50-2.40(m, 2H),1.77-1.69(m,4H);13C NMR(125MHz,CDC13)S161.1,147.9,144.2,139.9,139.3,132.2, 130.1,129.4,129.1,128.9,128.6,128.5,126.4,117.8,97.4,35.8,26.7,24.1,21.9, 21.8;HRMS-ESI[M+H] +Calcd for C22H21INO 442.0668,found 442.0679.
      [0098] 2-苯基-4-對甲芐基-5,6,7,8-四氫環(huán)己烷并[c ]吡啶-I (2H)-酮
      [0100] 黃色固體:m.p. WA-WS0CjH NMR(500MHz,CDCl3)S7.49-7.45(m,2H) ,7.41-7.36 (m,3H),7.13(d,J = 8.0Hz,2H),7.08(d,J = 8.0Hz,2H),6.96(s,lH),3.71(s,2H),2.63(t,J = 5·0Ηζ,2Η),2.46(t,J = 5.0Hz,2H),2.34(s,3H),1.76-1.70(m,4H) ;13C 匪R(125MHz, CDCl3)5161.4,147.2,141.2,135.9,135.7,132.2,129.I,128.8,128.3,128.I,127.7, 126.5,117.9,35.1,26.4,24.1,21.7,21.6,20.8;HRMS-ESI[M+H] +Calcd for C23H24NO 330.1852,found 330.1865.
      [0101] 2-苯基-4-對氟芐基-5,6,7,8-四氫環(huán)己烷并[c ]吡啶-I (2H)-酮
      [0103]黃色液體=1H MMR(500MHz,CDCl3)S7.47-7.44(m,2H),7.39-7.36(m,3H),7.15-7.12(m,2H),6.99(t,J = 8.7Hz,2H),6.93(s,lH),3.71(s,2H),2.59(t,J = 4.9Hz,2H),2.41 (t,J = 4.8Hz,2H),1.74-1.69(m,4H);13CMffi(125MHz,CDCl 3)Sl61.50(d,J = 244.8Hz), 161.4,147.1,141.3,134.8(d, J = 3.2Hz), 132.4,129.8 (d, J = 7.9Hz), 129.0,128.7, 127.9,126.6,117.6,115.4(d,J=21.7Hz),34.8,26.5,24.2,21.8,21.7;HRMS-ESI[M+H] + Calcd for C22H21FNO 334.1602,found 334.1618.
      [0104] 2-苯基-4-間氟芐基-5,6,7,8-四氫環(huán)己烷并[c ]吡啶-I (2H)-酮
      [0106] 白色固體:m.p. IlS-Iig0CjH NMR(500MHz,CDC13)S7.43-7.40(m,2H) ,7.37-7.31 (m,3H),7.25-7.22(m,lH),6.97(s,lH),6.94(d,J=7.8Hz,lH),6.89-6.84(m,2H),3.70(s, 2H),2.58(t,J = 4.9Hz,2H),2.38-2.36(m,2H),1.70-1.64(m,4H);13C NMR(125MHz,CDC13)S 162.7(d J = 245.9Hz), 161.2,146.8,141.9(d,J = 6.8Hz) ,141.0,132.4,129.7 (d, J = 8.2Hz) ,128.7,128.4,127.6,126.3,123.7(d,J = 2.2Hz) ,116.7,114.9(d,J = 21.5Hz), 113.0(d J = 20.9Hz), 35.0,26.3,23.9,21.5,21.4 ;HRMS-ESI [M+H]+Calcd for C22H21FNO 334.1602,found 334.1612.
      [0107] 2-苯基-4-正己基-5,6,7,8-四氫環(huán)己烷并[c]吡啶-1(2H)_酮
      [0109] 黃色液體:1H NMR( 500MHz,CDCl3) δ7 · 46 (t,J = 7 · 8Hz,2H),7 · 38-7 · 36(m,3H),6 · 96 (s,2H),2.62-2.56(m,4H),2.37-2.34(m,2H),1.79-1.76(m,4H),1.53-1.47(m,2H),1.39-1.29(m,6H),0.89(t,J = 6.8Hz,3H);13C NMR(125MHz,CDC13)S161.4,147.1,141.6,130.9, 128.9
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