Application of 109-85-3, A common heterocyclic compound, 109-85-3, name is 2-Methoxyethylamine, molecular formula is C3H9NO, 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.
Intermediate 1, tert-butyl 4-oxopiperidine-1-carboxylate (1.0 g, 5.02 mmol), was dissolved in methanol (15 mL) and treated with Intermediate 118, 2-methoxyethylamine (490 mg, 6.53 mmol), triethylamine (2.1 mL, 15.1 mmol) and ZnCI2 (68 mg, 0.50 mmol). The reaction mixturewas stirred at 65 C for 7 h, then NaBH3CN (949 mg, 15.1 mmol) was added portionwise. The resulting reaction mixture was stirred at 25 C for 17 h. The solvents were removed in vacuo, and the residue was partitioned between H20 (150 mL) and EtOAc (120 mL). The aqueous layer was extracted with EtOAc (2 x 120 mL), and the organic layers were combined, dried (Na2SO4), and the solvent was removed in vacuo. The residue was purified by columnchromatography (Normal basic activated alumina, 40 % to 50 % EtOAc in hexane) to give tertbutyl 4-[(2-methoxyethyl)amino]piperidine-1-carboxylate (480 mg, 37 %) as a liquid.LCMS (Method I): mlz 203 (M+H-56) (ES), at 3.60 mi UV active.
The synthetic route of 109-85-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; BROWN, Giles Albert; CONGREVE, Miles Stuart; PICKWORTH, Mark; TEHAN, Benjamin Gerald; (117 pag.)WO2017/21730; (2017); A1;,
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