,120.6,119.9,55.2,46.8,45.4,37.9
[0049] HR-MS(ESI) :m/z calculated for C2iHi6BrN3O2Na+:444.0324,found:444.0323.
[0050] 實(shí)施例3化合物c的制備
[00511化合物c的制備同實(shí)施例1,不同的是TLC監(jiān)測(cè)原料IcU1 = Bn,R2 =,-ClC6H4)消失。
[0052] 化合物c的結(jié)構(gòu)、英文名稱(chēng)、產(chǎn)率及表征數(shù)據(jù)如下:
[0053] 2-amin〇-6-benzyl-4-(4_chlorophenyl)-7-〇xo_4,5,6,7_tetrahydropyrano[2, 3~c]pyrrole-3-arbonitrile c
[0055]化合物c為白色固體,其反應(yīng)收率為93%,:
[0056] 1H NMR(400MHz,DMS0-d6) :δ(ρρπι) :7.45(d,J = 8.4Hz,2H),7.38-7.34(m,2H), 7.31-7.29(m,3H),7.23-7.20(m,4H),4.68(d,J=15.2Hz,lH),4.58(s,lH),4.38(d,J = 15.2Hz,lH),3.84(d,J = 18.8Hz,lH),3.43(d,J = 18.8Hz,lH).
[0057] 13C 匪R(100MHz,DMS0-d6):S(ppm):161.9,160.8,141.1,139.1,137.2,132.2, 129.6,128.9,128.8,127.8,127.5,125.6,120.0,55.4,46.9,45.5,38.0
[0058] HR-MS(ESI) :m/z calculated for C2IHieClN3O2Na+:400.0829,found:400.0828. [0059]實(shí)施例4化合物d的制備
[0060]化合物d的制備同實(shí)施例1,不同的是TLC監(jiān)測(cè)原料IcKR1 = Bn,R2 = p-FC6H4)消失。
[0061 ]化合物d的結(jié)構(gòu)、英文名稱(chēng)、產(chǎn)率及表征數(shù)據(jù)如下:
[0062] 2-amin〇-6-benzyl_4-(4-fluorophenyl)-7-〇xo_4,5,6,7_tetrahydropyrano[2, 3-clDyrrole-3_carbonitrile d
[0064] 化合物d為白色固體,其反應(yīng)收率為80%,
[0065] 1H NMR( 400MHz, DMS〇-d6) : δ (ppm) : 7.38-7.28 (m, 5H), 7.24-7.20 (m, 6Η), 4.68 (dj = 15.2Hz,lH),4.58(s,lH),4.39(d,J=15.2Hz,lH),3.85(d,J=19.2Hz,lH),3.42(d,J = 19·2Ηζ,1Η).
[0066] 13C 匪R(IOOMHz,DMS〇-d6): δ(ρρπ〇 :162·7,161·9,160·7,160·3,139·0,138·4, 138.3,137.3,129.7,129.6,128.8,127.8,127.5,125.9,120.I,115.8,115·6,55·7,46·9, 45.5,37.9
[0067] HR-MS(ESI) :m/z calculated for C2IHieFN3O2Na+: 384.1124, found: 384.1125. [0068]實(shí)施例5化合物e的制備
[0069] 化合物e的制備同實(shí)施例1,不同的是TLC監(jiān)測(cè)原料Ie(R1 = Bn,R2=m-BrC6H4)消失。
[0070] 化合物e的結(jié)構(gòu)、英文名稱(chēng)、產(chǎn)率及表征數(shù)據(jù)如下:
[0071] 2-amin〇-6_benzy1-4-(3-bromophenyI)-7-OXO-4,5,6,7-tetrahydropyrano[2, 3~c]pyrrole-3-carbonitrile e
[0073]化合物e為白色固體,其反應(yīng)收率為80%,
[0074] 1H MMR(400MHz,DMS0-d6):S(ppm):7.54-7.47(m,2H),7.39-7.34(m,3H),7.32-7.21(m,6H),4.70(d,J= 15.2Hz,1H),4.59(s,lH),4.38(d,J= 15.2Hz,lH),3.85(d,J = 19 ·2Ηζ,1Η),3.45(d,J = 19.2Hz,1H).
[0075] 13C 匪R(100MHz,DMS0-d6) :δ(ρρπι) :161·9,160·9,144·9,139·2,137·3,131·2, 130.5,130.4,128.8,127.8,127.5,126.9,125.3,122.2,120.0,55.2,46.9,45.5,38.2
[0076] HR-MS(ESI) :m/z calculated for C2iHi6BrN3O2Na+:444.0324,found:444.0326 [0077]實(shí)施例6化合物f的制備
[0078] 化合物f的制備同實(shí)施例1,不同的是TLC監(jiān)測(cè)原料If (R1 = Br^R2=Iii-ClC6H4)消失。
[0079] 化合物f的結(jié)構(gòu)、英文名稱(chēng)、產(chǎn)率及表征數(shù)據(jù)如下:
[0080] 2-amin〇-6-benzyl-4-(3_chlorophenyl)-7-〇x〇-4,5,6,7_tetrahydropyrano[2, 3~c]pyrrole-3-carbonitrile f
[0082] 化合物f為白色固體,其反應(yīng)收率為87%,
[0083] 1H NMR(400MHz,DMS0-d6):5(ppm):7.46-7.30(m,6H),7.26-7.21(m,5H),4.70(dJ = 15.2Hz,lH),4.60(s,lH),4.38(d,J=15.2Hz,lH),3.86(d,J=19.2Hz,lH),3.45(d,J = 19·2Ηζ,1Η).
[0084] 13C 匪R(100MHz,DMS0-d6) :δ(ρρπι) :161·8,160·8,144·5,139· 1,137· 1,133.4, 130.8,128.6,127.6,127.5,127.4,126.4,125.2,119.9,55.0,46.8,45.3,38.1
[0085] HR-MS(ESI) :m/z calculated for C2IHi6ClN3O2Na+^OO.0829,found:400.0830.
[0086] 實(shí)施例7化合物g的制備
[0087]化合物g的制備同實(shí)施例1,不同的是TLC監(jiān)測(cè)原料IgU1 = Bn,R2 = O-ClC6H4)消失。
[0088] 化合物g的結(jié)構(gòu)、英文名稱(chēng)、產(chǎn)率及表征數(shù)據(jù)如下:
[0089] 2-amin〇-6-benzyl-4-(2_chlorophenyl)-7-〇xo_4,5,6,7_tetrahydropyrano[2, 3~c]pyrrole-3-carbonitrile g
[0091 ]化合物g為白色固體,其反應(yīng)收率為85 %,
[0092] 咕匪1?(4001〇^,0150-(16):3(??111) :7.49-7.47(111,1!1),7.44-7.32(111,5!1),7.30-7.26(m,3H),7.22-7.20(m,2H),5.01(s,lH),4.64(d,J=15.2Hz,lH),4.43(d,J=15.2Hz, 1H),3.92(d,J = 19.2Hz,lH),3.46(d,J = 19·2Ηζ,1H).
[0093] 13C 匪R(100MHz,DMS0-d6) :δ(ρρπι) :161·7,161 ·2,139·4,138·5,137· 1,132.2, 130·4,129·7,129·3,128·6,128·1,127·6,127·4,124·7,119·7,56·0,54·2,46·9,45·3
[0094] HR-MS(ESI) :m/z calculated for C2IHieClN3O2Na+:400.0829,found:400.0829.
[0095] 實(shí)施例8化合物h的制備
[0096] 化合物h的制備同實(shí)施例1,不同的是TLC監(jiān)測(cè)原料Ih(R1 = Bn,R2 = P-NO2C6H4)消失。
[0097] 化合物h的結(jié)構(gòu)、英文名稱(chēng)、產(chǎn)率及表征數(shù)據(jù)如下:
[0098] 2-amin〇-6-benzyl-4-(4_nitrophenyl)-7-〇x〇-4,5,6,7_tetrahydropyrano[2, 3~c]pyrrole-3-carbonitrile h
[0100] 化合物h為白色固體,其反應(yīng)收率為72%,
[0101] 1H NMR(400MHz,DMS0-d6):5(ppm):8.27(dJ = 8.8Hz,2H),7.59(dJ = 8.8Hz,2H), 7.38-7.28(m,5H),7·23-7.21(m,2H),4.78(s,lH),4.70(d,J=15.2Hz,1H),4.37(d,J= 15.2Hz,lH),3.88(d,J = 19.2Hz,lH),3.45(d,J = 19.2Hz,lH).
[0102] 13C NMR(100MHz,DMS0-d6) :δ(ρρπι) :161·8,161 ·0,149·5,147·0,139·5,137·2, 129.2,128.8,127.8,127.5,124.7,124.2,119.8,54.7,46.9,45.5,38.4
[0103] HR-MS(ESI) :m/z calculated for C2IHi6N4O4Na+^ll. 1069,found:411.1068.
[0104] 實(shí)施例9化合物b的制備
[0105]化合物i的制備同實(shí)施例1,不同的是TLC監(jiān)測(cè)原料I i (R1 = Bn,R2 =,-MeC6H4)消失。
[0106] 化合物i的結(jié)構(gòu)、英文名稱(chēng)、產(chǎn)率及表征數(shù)據(jù)如下:
[0107] 2-amin〇-6-benzyl_7-〇x〇-4-(p-tolyl)_4,5,6,7_tetrahydropyrano[2,3_c] pyrrole-3-carbonitrile i
[0109] 化合物i為白色固體,其反應(yīng)收率為85%,
[0110] 1H MMR(400MHz,DMS0-d6):S(ppm):7.38-7.27(m,3H),7.22-7.18(m,4H),7.15-7.12(m,4H),4.64(d,J=15.2Hz,lH),4.50(s,lH),4.41(d,J=15.2Hz,lH),3.83(d,J = 19.2Hz,lH),3.40(d,J = 19.2Hz,lH),2.31(s,3H).
[0111] 13C NMR(100MHz,DMS0-d6):S(ppm):161.9,160.6,139.1,138.7,137.2,136.6, 129.4,128.