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ChemicalBook CAS DataBase List (5-METHOXY-1H-PYRROLO[2,3-C]PYRIDIN-2-YL)METHANOL
17288-43-6

(5-METHOXY-1H-PYRROLO[2,3-C]PYRIDIN-2-YL)METHANOL synthesis

4synthesis methods
-

Yield:17288-43-6 92.5%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at -5 - 20; for 1 h;Inert atmosphere;

Steps:

28.4 (4) Synthesis of compound 67 ((5-methoxy-1H-pyrrolo[2,3-c]pyridin-2-yl)methanol)

Compound 66 (5-methoxy-1H-pyrrolo[2,3-c]pyridine-2-ethyl carboxylate) (935mg, 3.488mmol, 1eq) was dissolved in tetrahydrofuran (10mL) at -5°C Under the conditions, lithium aluminum hydride (123 mg, 3.523 mmol, 1.1 eq) was added. Under the protection of nitrogen, the reaction was carried out at room temperature for 1 hour. The progress of the reaction was monitored by liquid-mass on-line chromatography. After the reaction was completed, it was quenched with sodium bicarbonate, the solid was collected by filtration, and purified by flash column chromatography (petroleum ether/ethyl acetate = 1/1) to obtain compound 67 ((5-methoxy-1H-pyrrolo[2 ,3-c]pyridin-2-yl)methanol) (700 mg, yield: 92.5%).

References:

CN112661754,2021,A Location in patent:Paragraph 0341; 0351-0353