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. 67545-00-0, name is 4-Amino-1-methyl-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Formula: C3H6N4
A solution of (2S,3S)-2-(fluoromethyl)-7-(methylcarbamoyl)-3-phenyl-2,3-d ihydrobenzofuran5-carboxylic acid (80 mg, 0.24 minol) and HATU (111 mg, 0.292 minol) in DMSO (0.85 mL) was treated at rt with DIPEA (0.127 mL, 0.729 minol) and the reaction minxture was stirred at this temperature for 5 min then was treated with 1-methyl-1H-1,2,3-triazol-4-amine (23.8 mg, 0.243minol). The resulting minxture was stirred for 1 h at rt. Further HATU (111 mg, 0.292 minol) and DIPEA (0.127 mL, 0.729 minol) were then added and the reaction minxture left to stir at rt for 5 min before being treated with 1-methyl-1H-1,2,3-triazol-4-amine (23.8 mg, 0.243 minol). The reaction minxture was then stirred for 1 h at rt then was left to stand over the weekend. It was then purified by MDAP (method high pH) to give (2S,3S)-2-(fluoromethyl)-N7-methyl-N5-(1-methyl- 1H- 1,2,3-triazol-4-yl)-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde (69.5 mg, 70%) as a yellow solid. LCMS (method forminc): Retention time 0.89 min [M+H] = 410
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Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen, John; DEMONT, Emmanuel, Hubert; HARRISON, Lee, Andrew; PRESTON, Alexander, G.; SEAL, Jonathan, Thomas; WALL, Ian, David; WATSON, Robert, J.; WOOLVEN, James, Michael; (214 pag.)WO2017/174620; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics