With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.3637-61-4, name is Cyclopentanemethanol, molecular formula is C6H12O, molecular weight is 100.16, as common compound, the synthetic route is as follows.Safety of Cyclopentanemethanol
To a suspension of NaH (61 mg, 1,5 mmol) in THE (3 mL) at 0C cyclopentanemethanol (0.16 mL, 1 .5 mmol) was added. After 30 mm at 0C, 6-(6- hromopyridin-2-yl)-3 -((2-chlorophenyl)thio)-6-(thiophen-3-yl)piperidine-2,4-dione (150 mg, 0.30 mmol) was added and the reaction mixture was stirred for 1 8 hr at reflux. The reaction was stopped by the addition of water (10 mL) and HC1 1M (3 mL). The aqueous phase was extracted with ethyl acetate (3 x 10 mL) and the combined organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography (Si02, heptane/ethyl acetate: 8/2 to 7/3 to 1/1) to give 3-((2-chlorophenyl)thio)-6-(6- (cyclopentylmethoxy)pyridin-2-yl)-6-(thiophen-3 -yl)piperidine-2,4-dione in 62 % yield.?H NMR (400 MHz, MeOH-d4): 6 7.70 (t, J= 7.8 T-Iz, 1H), 7.43 (dd, J 5.0, 3.0 Hz, IH), 7.28 (br s, 1H), 7.22 (d, J= 7.9 HZ, 1H), 7.15-7.12 (m, 2H), 6.94 (t, J 7.8 Hz, IH), 6.77-6.73 (m, 2H), 5.98 (d, J= 8.0 Hz, 1H), 4.22 (m, 2H9, 3.91 (d, J 16.4 Hz, IH), 3.45 (d, .1= 16.4 Hz, IH), 3.45 (s, IH), 2.35-2.28 (m, lI-I), 1.82-1.73 (m, 2H), 1.64-1.51 (m, 4H), 1.38-1.30 (m, 2H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,3637-61-4, Cyclopentanemethanol, and friends who are interested can also refer to it.
Reference:
Patent; SPERMATECH AS; GOLDING, Louise; SIENG, Bora; LUNDVALL, Steffi; BØEN, Claudia Alejandra; HNIDA, Kathrin; (68 pag.)WO2018/211276; (2018); A1;,
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