Introduction of a new synthetic route about 1-(2-Tetrahydropyranyl)-1H-pyrazole

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

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. 449758-17-2, name is 1-(2-Tetrahydropyranyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Quality Control of 1-(2-Tetrahydropyranyl)-1H-pyrazole

Step 1: 5-(4-(Benzyloxy)benzyl)-l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazole l-(Tetrahydro-2H-pyran-2-yl)- lH-pyrazole (6.00 g, 39.4 mmol) in THF (180 mL) was cooled to about – 78 C. n-Butyllithium (1.6 M in hexane) (27.1 mL, 43.4 mmol) was added dropwise over about 1 li. The reaction was stirred at about -78 C for about 1 h. l~(Benzyloxy)-4~(bromomethyl)benzene (12.0 g, 43.4 mmol) (prepared in a similar fashion to Preparation 3, step 2 from (4-(benzyloxy)plienyl)methanol) was added and the reaction was allowed to warm to about -50 C. The mixture was diluted with sat. aq. NaHC03 (75 mL) and water (50 mL). The aqueous layer was extracted with DCM (3 x 50 mL). The combined organic layers were dried over MgS04 , filtered, and concentrated. The residue was purified on silica gel (5-20% EtOAc/heptane) to give the title product (10.2 g, 74.3%); LC/MS (Table A, Method j) Rt = 1.77 min; MS m/z: 347 (M+H)”.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ABBVIE INC.; ARGIRIADI, Maria; BREINLINGER, Eric; DIETRICH, Justin, D.; FRIEDMAN, Michael; IHLE, David; MORYTKO, Michael; MULLEN, Kelly; OSUMA, Augustine; LO SCHIAVO, Gloria, Y.; WILSON, Noel, S.; (303 pag.)WO2016/168633; (2016); A1;,
Pyrazole – Wikipedia,
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