Synthetic Route of 7170-01-6, These common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-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.
To a solution of 3-methyl-1 H-1 ,2,4-triazole (1 g) in MeCN (40mL) was added Cs2C03 (3.72g) followed by benzyl bromoacetate (1 .89mL) and the mixture was stirred for 1 h at RT. The reaction mixture was diluted with EA and washed with water (2x) and brine. The aq. layers were extracted with EA (2x) and the combined org. layers were dried over MgS04, filtered off and evaporated to dryness. The residue was purified by CC (Biotage, SNAP 100g cartridge, solvent A: DCM; solvent B: DCM/MeOH 8:2; gradient in %B: 85/15 for 12CV, 85/15 to 75/25 for 2CV, 75/25 for 3CV) to afford 2.3g as yellowish oil (52:48 mixture of regioisomers). The mixture of regioisomers was purified by preparative chiral HPLC (I). Second eluting fraction: (3-methyl-[1 ,2,4]triazol-1-yl)-acetic acid benzyl ester. LC-MS (A): tR = 0.67min; [M+H]+: 232.16. 1 H-NMR (CDCI3): 8.05 (s, 1 H); 7.40-7.30 (m, 5H); 5.23 (s, 0.95H, CH2); 4.93-4.88 (3s, 2H); 2.42 (s, 3H). Roesy signal seen between CH (triazole) at 8.05ppm and CH2 at 4.93-4.88ppm.
The synthetic route of 7170-01-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; CAROFF, Eva; MEYER, Emmanuel; (32 pag.)WO2018/11265; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics