3-METHOXYPYRIDINE-4-BORONIC ACID synthesis

Yield:-

Reaction Conditions:

Stage #1:3-methoxypyridine with lithium diisopropyl amide in tetrahydrofuran at -70; for 1 h;
Stage #2:Triisopropyl borate in tetrahydrofuran for 2 h;

Steps:

1 Example 1
Synthesis of the compound 2-methoxypyridyl-3-boronic acid XII-1:
The starting material 3-methoxypyridine VIII (6.50 g, 59.6 mmol, 1.0 equiv.)Soluble in 50 ml of THF,Add 1.3 equiv. LDA in THF at -70 °C.After the addition of the incubation reaction for 1 h, B(Oi-Pr)3 (14.56 g, 77.4 mmol, 1.3 equiv.) was added dropwise.After the addition of the incubation reaction for 2 h, the reaction was quenched with water.After stirring to room temperature for 1 h, adjust the pH to between 3 and 4, and spin dry the aqueous phase.The crude product was used directly in the next reaction.

References:

Nanjing He Ju Pharmaceutical Co., Ltd.;Pan Guojun;Chen Shulin CN110015987, 2019, A Location in patent:Paragraph 0025