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ChemicalBook CAS DataBase List 2-Chloro-3-methoxypyridine
52605-96-6

2-Chloro-3-methoxypyridine synthesis

7synthesis methods
-

Yield:52605-96-6 100%

Reaction Conditions:

Stage #1:2-chloro-3-hydroxypyridine with sodium methylate in N,N-dimethyl-formamide at 20; for 0.333333 h;
Stage #2:methyl iodide in N,N-dimethyl-formamide at 20; for 0.666667 h;Cooling with ice;

Steps:

1.1 step 1:
To a three-necked flask were added 2-chloro-3-hydroxypyridine (5.0 g, 39.0 mmol), N, N- dimethylformamide (60 mL); sodium methoxide (2.30 g, 43.0 mmol ). The reaction was stirred at room temperature for 20 minutes. Methyl iodide (8.20 g, 58.0 mmol) was added to the ice bath and stirred at room temperature for 40 minutes. Water (120 mL) was added and extracted with ethyl acetate (100 mL x 3); the organic phases were combined, washed with water (100 mL x 2) and brine (100 mL), dried over sodium sulphate and filtered. The filtrate was spin-dried to give a yellow liquid, compound 1 (5.58 g, 39.0 mmol, 100%) which was used directly in the next reaction;

References:

Kanghua (Shanghai) Drug Discovery Co., Ltd.;Ma Jingxiang CN107286084, 2017, A Location in patent:Paragraph 0008

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