Electric Literature of 6818-99-1, New discoveries in chemical research and development in 2021. We’ll be discussing some of the latest developments in chemical about CAS: 6818-99-1, name is 3-Chloro-1,2,4-triazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Under an atmosphere of argon, (2S,4R)-N-(1-cyanocyclopropyl)-4-(4-fluoro-2- methyiphenylsulfonyl)- 1 -(1 -(trifluoromethyl)cyclopropanecarbonyl)pyrrolidine-2- carboxamide (example 19, step b, 0.2 g, 410 imol) was combined with N,Ndimethylacetamide (8.00 mL) to give a colorless suspension. 3-Chloro-1H-1,2,4-triazole (86.7 mg, 821 imol) and cesium carbonate (267 mg, 821 imol) were added. The reactionmixture was stirred over 5 days and was subsequently heated to 140C for 30 mm in a microwave oven. The reaction mixture was then poured into water (40 mL) and extracted with ethyl acetate (2 x 40 mL). The crude material was purified by preparative HPLC and obtained as a light yellow, viscuous oil (12 mg, 5.1%). mlz = 571.11 [M+H41.:_The title compound was obtained as a by-product in the preparation of example 66 and was obtained as a light yellow viscous oil (13.9 mg, 5.9%, stereochemistry assigned byNOESY-NMR). mlz = 571.1137 [M+H?i.
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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAAP, Wolfgang; KUHN, Bernd; LUEBBERS, Thomas; PETERS, Jens-Uwe; (93 pag.)WO2017/144483; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics