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Chapter 4
Synthesis of highly substituted pyrazolopyrimidine
Table-2: synthesis of novel substituted and fused pyrazolopyrimidine derivatives.
Entry R R 1 Time hrs Yield (%)
10a CH 3 4-CH 3 8.0 94
10b CH 3 3-Cl 7.5 92
10c CH 3 3-Cl, 4-F 7.5 90
10d CH 3 4-Cl 7.0 88
10e CH 3 4-F 7.0 92
10f CH 3 4-NO 2 9.0 95
10g CH 3 4-OCH 3 8.0 90
10h CH 3 2,5diCH 3 8.5 89
10i (CH 3 ) 2 CH 4-CH 3 8.0 93
10j (CH 3 ) 2 CH 3-Cl 7.0 87
10k (CH 3 ) 2 CH 3-Cl, 4-F 7.5 95
10l (CH 3 ) 2 CH 4-Cl 7.0 94
10m (CH 3 ) 2 CH 4-F 7.5 92
10n (CH 3 ) 2 CH 4-NO 2 8.5 97
10o (CH 3 ) 2 CH 4-OCH 3 8.0 94
10p (CH 3 ) 2 CH 2,5diCH 3 8.5 90
10q (CH 2 ) 2 CH 4-CH 3 8.5 88
10r (CH 2 ) 2 CH 3-Cl 7.5 92
10s (CH 2 ) 2 CH 3-Cl, 4-F 7.0 87
10t (CH 2 ) 2 CH 4-Cl 7.5 90
10u (CH 2 ) 2 CH 4-F 8.0 93
10v (CH 2 ) 2 CH 4-NO 2 8.5 96
10w (CH 2 ) 2 CH 4-OCH 3 7.5 90
10x (CH 2 ) 2 CH 2,5diCH 3 8.0 87
The structures of compound 5 were established on the basis of their elemental
analysis and spectral data (MS, IR, and 1 H NMR). The analytical data for 5 revealed a
molecular formula C 11 H 18 N 4 OS (m/z 254). The 1 H NMR spectrum revealed a
multiplets at δ = 1.20-1.98 assigned to 10 protons of (5x CH 2 ) groups in cyclohexane
ring, a singlet at δ = 2.48 ppm assigned to - SCH 3, a multiplet at δ = 3.96-3.99 ppm
assigned to the –CH protons of cyclohexane ring,
Department of Chemistry, Saurashtra university, Rajkot-360005 135