Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 33993-24-7, name is Cyclopropanecarboxylic anhydride, This compound has unique chemical properties. The synthetic route is as follows., 33993-24-7
EXAMPLE 37; Synthesis of cyclopropyl(2-isopropy]pyrazolo[l,5-a]pyridin-3-yl)methanone; 2-isopropyl-pyrazolo[l,5-a]pyridine (2.00 g, 12.4 mmol) was dissolved in cyclopropyl anhydride (8.00 g, 51.9 mmol). Concentrated H2SO4 (3 drops) was added at room temperature and the mixture was then heated to 140 0C for 28 hours. The mixture was then cooled to 0 0C, diluted with H2O (10 mL) and 50 % NaOH (aq) was added to achieve a solution pH of 11. This mixture was extracted with Et2O (3 x 10 mL). The combined organic layers were washed with H2O (15 mL), brine (15 mL), dried (Na2SO4), filtered and concentrated. The crude mixture was then immediately subjected to flash chromatography (90 % EtOAc/ hexane) to afford 1.02 g (4.4 mmol, 36 %) of the title compound as a white powder. This material was then recrystallized from n-heptane to afford 0.6115 g (2.7 mmol, 22 %) of SB-I1-61 was white needles, mp 72 0C (?-heptane); IR (thin film) v = 2969, 1635, 1506, 1439 1H NMR (300 MHz, CDCl3) delta = 8.42 (d, J= 6.8 Hz, IH), 8.09 (d, J= 9.0 Hz, IH), 7.33-7.27 (m, IH), 6.82 (ddd, J= 6.8, 6.8, 1.2 Hz, IH), 3.75 (sept, J = 6.9 Hz, IH), 2.47-2.39 (m, IH), 1.40 (d, J= 6.9 Hz, 6H), 1.27-1.17 (m, 2H), 0.99-0.93 (m, 2H); 13C NMR (150 MHz, CDCl3) delta = 194.8, 163.1, 141.6, 128.9, 127.4, 118.9, 113.2, 110.7, 27.8, 22.4, 20.4, 10.2; MS (EI) m/z 229 (M+ 1, 18.2), 228 (M+, 100.0), 213 (46.4), 200 (13.1), 199 (23.4), 198 (14.1), 185 (23.2), 171 (23.2), 160 (13.5), 145 (11.8), 132 (10.2), 131 (13.8), 119 (11.6), 117 (18.0), 92 (10.2 ), 91 (10.9), 90 11.0), 84 (11.2), 78 (17.6), 69 (24.6) 51 (10.9); HRMS (EI) calcd for C14H16N2O: 228.1263, found: 228.1261; Anal. Calcd for Ci4H16N2O: C, 73.66 %; H, 7.06 %; Found: C, 73.93 %; H, 7.25%. Compound 1046.
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Reference:
Patent; AVIGEN, INC.; WO2007/146087; (2007); A2;,
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