Download (6Mb) - Etheses - Saurashtra University

Chapter 4
Synthesis of highly substituted pyrazolopyrimidine
N 3 -cyclohexyl-7-cyclopropyl-N 6 -(4-fluorophenyl)-2,5-bis(methylthio)pyrazolo
[1,5-a]pyrimidine-3,6-dicarboxamide 10u. White solid; mp >320 ° C, R f 0.23
(9:1Chloroform: Methanol); IR (KBr): 3408, 3340, 3277, 3070, 2928, 2852, 1672,
1556, 1481, 1354, 1251, 1058, 893, 833, 792, 750, 711 cm -1 ; 13 C NMR (100 MHz,
CDCl 3 ): 10.96, 12.35, 13.76, 23.32, 25.29, 46.23, 98.07, 99.87, 114.93, 115.14,
120.80, 120.88, 136.19, 148.46, 153.74, 156.37, 157.47, 158.75, 161.92, 165.71,
166.89; MS (m/z): 513 (M + ); Anal. Calcd for C 25 H 28 FN 5 O 2 S 2 : C, 58.46; H, 5.49; N,
13.63; Found: C, 58.49; H, 5.47; N, 13.64.
N 3 -cyclohexyl-7-cyclopropyl-2,5-bis(methylthio)-N 6 -(4-nitrophenyl)pyrazolo[1,5-
a]pyrimidine-3,6-dicarboxamide 10v. Creamish solid; mp >320 ° C, R f 0.52
(9:1Chloroform: Methanol); IR (KBr): 3422, 3205, 3169, 2964, 2856, 1658, 1522,
1425, 1084, 838, 736 cm -1 ; MS (m/z): 540 (M + ); Anal. Calcd for C 25 H 28 N 6 O 4 S 2 : C,
55.54; H, 5.22; N, 15.54; Found: C, 55.55; H, 5.22; N, 15.54.
N 3 -cyclohexyl-7-cyclopropyl-N 6 -(4-methoxyphenyl)-2,5-bis(methylthio)pyrazolo
[1,5-a]pyrimidine-3,6-dicarboxamide 10w. Creamish solid; mp >320 ° C, R f 0.48
(9:1Chloroform: Methanol); IR (KBr): 3445, 3247, 3038, 2952, 1628, 1539,1422,
1336, 1257, 838, 745 cm -1 ; MS (m/z): 525 (M + ); Anal. Calcd for C 26 H 31 N 5 O 3 S 2 : C,
59.40; H, 5.94; N, 13.32; Found: C, 59.44; H, 5.92; N, 13.34.
N 3 -cyclohexyl-7-cyclopropyl-N 6 -(2,5-dimethylphenyl)-2,5-bis(methylthio)
pyrazolo[1,5-a]pyrimidine-3,6-dicarboxamide 10x. Creamish solid; mp >320 ° C, R f
0.23 (9:1Chloroform: Methanol); IR (KBr): 3258, 3158, 3038, 2948, 1645, 1558,1426,
1358, 1216, 835, 745,708 cm -1 ; MS (m/z): 523 (M + ); Anal. Calcd for C 27 H 33 N 5 O 2 S 2 :
C, 61.92; H, 6.35; N, 13.37; Found: C, 61.94; H, 6.32; N, 13.34.
Department of Chemistry, Saurashtra university, Rajkot-360005 146