Application of 3637-61-4, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 3637-61-4, name is Cyclopentanemethanol. A new synthetic method of this compound is introduced below.
To a suspension of NaH (61 mg, 1.5 mmol) in THF (3 mL) at 0C was added CpMeOH (0.16 mL, 1.5 mmol). After 30 min at 0C, 6-(6-bromopyridin-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 18 hr at reflux. The reaction was stopped by the addition of water (10 mL) and HC1 1 M (3 mL). The aqueous phase was extracted with ethyl acetate (3 x 10 mL) and the combined organic phases were dried over Na2S04, filtered and concentrated under reduced pressure. The crude material was purified by flash column chromatography (silica gel, eluent: 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. 1H NMR (400 MHz, MeOH-d4): delta = 7.70 (t, J = 7.8 Hz, 1H), 7.43 (dd, J = 5.0, 3.0 Hz, 1 H), 7.28 (br s, 1 H), 7.22 (d, J= 7.9 HZ, 1 H), 7.15-7.12 (m, 2H), 6.94 (t, J= 7.8 Hz, 1 H), 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, 1 H), 3.45 (d, J= 16.4 Hz, 1H), 3.45 (s, 1H), 2.35-2.28 (m, 1H), 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; ARCTIC PHARMA AS; GOLDING, Louise; KLAVENESS, Jo; SIENG, Bora; LUNDVALL, Steffi; B?EN, Claudia Alejandra; HNIDA, Kathrin; (128 pag.)WO2018/211277; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts