Extracurricular laboratory: Synthetic route of 67139-79-1

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 67139-79-1, 4,6-Dichloro-1H-pyrrolo[3,2-c]pyridine, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 67139-79-1 ,Some common heterocyclic compound, 67139-79-1, molecular formula is C7H4Cl2N2, 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.

Step 2; Synthesis of 4-(2 4-Dichloro-benzeloxy)-5-(2, 4-dichloro-benzyloxamethyl .- 2- (4, 6-dichloro-pyrrolo [3, 2-c] pyridin-1-yl-3-methyl-tetrahydro-furan-3-ol; To a solution of the base prepared in step 1 above (1.01 g, 5.4 mmol) in 150 mL anhydrous acetonitrile under argon at room temperature was added sodium hydride (60%, 260 mg, 6.5 mmol). The solution was allowed to stir for 4 h. To a solution of the ss-D-1-O-methyl-2, 3, 5,-tri (2,4-dichlorobenzyl)-ribofuranose (sugar Y) (1.11 g, 2.2 mmol) in 75 mL anhydrous dichloromethane under argon at 0C was added 0.86 mL HBr (30%) dropwise. The resulting solution was allowed to stir at 0 for 1 h and then at room temperature for 3 h. The solution was then evaporated in vacuo and coevaporated with toluene. The residue was dissolved in 50 mL anhydrous acetonitrile and added to the solution of the sodium salt of base prepared in Step 1 above. The combined mixture was stirred at room temperature for 24 h, and then evaporated to dryness. The residue was dissolved in EtOAc, and washed with water. The water was extracted 3x with EtOAc. The combined organic extracts were washed with brine and dried with Na2S04. The solvent was removed in vacuo. Column chromatography with silica gel using 30% ethyl acetate in hexane was used for final purification. The title nucleoside was isolated as a dark brown oil (724.3 mg, 51%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 67139-79-1, 4,6-Dichloro-1H-pyrrolo[3,2-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENELABS TECHNOLOGIES, INC.; WO2003/93290; (2003); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem