Electric Literature of 135242-93-2, New Advances in Chemical Research in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, molecular formula is C4H7N3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
To a mixture of 5-[4-(trifluoromethoxy)phenyl]-3H-oxazolo[4,5-b]pyridin-2-one (60 mg, 0.2 mmol), (1 -methyl- l,2,4-triazol-3-yl)methanol (45.83 mg, 0.41 mmol) and PPh3 (106.26 mg, 0.41 mmol) in THF (ImL) was added the DIAD (81.92 mg, 0.41 mmol), and the mixture was stirred at 20 C under N2 for 16 hours. The reaction was diluted with sat.NH4Cl (10 mL), and the mixture was extracted with EtOAc (10 mL x 2). Then the combined organic phase was washed with brine (10 mL), dried over Na2S04, filtered and concentrated to give the crude product. The crude product was purified by purified by prep-HPLC [Kromasil (150 mm x 25 mm, 5 muiotaeta) A = H20 (0.05% NH4OH) and B = CH3CN; 47-87%B over 7 minutes] to give the product (21.81 mg, 0.06 mmol, 28% yield) as a solid. 1H NMR (DMSO-c 400MHz) deltaH = 8.40 (s, 1H), 8.12 (d, 2H), 7.87 (d, 1H), 7.80 (d, 1H), 7.47 (d, 2H), 5.13 (s, 2H), 3.80 (s, 3H). LCMS Rt = 1.12 min in 2 min chromatography, MS ESI calcd. for C17H13F3N5O3 [M+H]+ 392.1, found 392.0.
Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 135242-93-2.
Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics