New discoveries in chemical research and development in 2021. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2-(1,2,4-Triazol-1-yl)acetonitrile
Step 1: l-(5-((4H-l,2,4-Triazol-4-yl)methyl)-2-(difluoromethoxy)benzyl)-6-bromo-2-meth l-l,2- dihydro-3H-indazol-3-one A mixture of 6-bromo- 1 -(5-(bromomethyl)-2-(difliioromethoxy)berizr ‘l)-2-methyl- 1 ,2-dihydro-3H- indazoi-3-one (Preparation 20, step 3) (0.100 g, 0.210 mmol) and 2-(lH-l,2,4-triazol-l-yl)acetonitrile {Synthesis 1995, 9, 1183-1189) (0.026 g, 0.210 mmol) in MeCN (1 mL) was heated at about reflux for about 6 h, after which additional 2~(lH-l,2,4-triazoi-l-yl)acetonitrile (0.020 g, 0.164 mmol) was added and heating continued for about 24 h. The reaction mixture was concentrated under reduced pressure and the residue was treated with 2 M aq. sodium hydroxide (2 mL, 4 mmol). After stirring for about 1 h, the mixture was extracted with EtOAc (3 x 5 mL) and the combined organic phases were washed with sat. aq. NaCl (5 mL), dried over Na2S04, filtered, and concentrated under reduced pressure. The sample was purified on silica gel using 0-5% MeOH with DCM to give the title compound (0.053 g, 54%); LC/MS (Table A, Method i) = 1.04 min; MS m/z: 464 and 466 X i 11 >
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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;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics