Extracurricular laboratory: Synthetic route of 16681-70-2

According to the analysis of related databases, 16681-70-2, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1H-[1,2,3]Triazole-4-carboxylic acid

(R)-4-Amino-2-(2-azidoethyl)-5-(5?-chloro-2?-fluorobiphenyl-4-yl)-2-hydroxymethylpentanoic acid (9 mg, 21 mumol, 1.0 eq.) and DIPEA (15 muL, 86 mumol, 4.0 eq.) were dissolved in DMF (0.2 mL). 1H-1,2,3-triazole-4-carboxylic acid (10 mg, 80 mumol, 4 eq.) and DIPEA (30 muL, 172 mumol, 8.1 eq.) were dissolved in DMF (0.5 mL). The solutions were then combined and the resulting mixture stirred at room temperature for 20 minutes; LC/MS analysis revealed a mixture of mono- and bis-acylated products. The mixture was concentrated to an oil and dissolved in a mixture of 2N NaOH (2 mL) and MeOH (1 mL) and stirred for 30 minutes at 60 C.; when the reaction was complete (as determined by LC/MS analysis), the mixture was concentrated in vacuo and acidified to pH 3 with aqueous HCl, and extracted with EtOAc. The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo to yield crude Compound 1 (10 mg). LCMS (ESI): calc. C23H22ClFN2O4=515; obs. M+H=516.2. Retention time: 4.93 min.

According to the analysis of related databases, 16681-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; Fleury, Melissa; Beausoliel, Anne-Marie; Hughes, Adam D.; Long, Daniel D.; Wilton, Donna A.A.; US2015/209352; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics