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