ChemicalBook CAS DataBase List 4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98

4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98 synthesis

4synthesis methods

Product Name:4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98
CAS Number:452972-15-5
Molecular formula:C11H15BClNO2
Molecular Weight:239.51

1,3,2-Dioxaborolan-2-amine, N,N,4,4,5,5-hexamethyl-

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7379-35-3 Synthesis

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4-CHLOROPYRIDIN-3-YLBORONIC ACID, PINACOL ESTER 98

452972-15-5
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$61.00/500mg

Yield: 12 g

Reaction Conditions:

Stage #1:2-dimethylamino-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-chlorpyridine hydrochloride with n-butyllithium;diisopropylamine in diethyl ether at 0; for 0.5 h;Inert atmosphere;
Stage #2: with lithium diisopropyl amide in diethyl ether at 20; for 2 h;Inert atmosphere;

Steps:

7 PinB (DMA) as a borohydride reagent 4-chloropyridine 3-boronic acid pinacol ester was prepared
Under argon, equipped with a 150 mL reaction flask was added 500mL ether 2L2g (0 · 210 mol) of diisopropylamine, down to square ° c, dropping 85. 8mL (2. 5M, 0. 215πο1 ) n-butyl lithium, stirred for 30 minutes after the addition was complete, the standby. In another 200 mL of diethyl ether containing a 1L reaction flask was added 15g (0.100 mol) 4- chloropyridine hydrochloride, 18. 8g (0.110 mol) PinB (DMA), stir, cooled to 0 ° C, the LDA solution prepared above was dropwise added to the reactionsystem after the completion of dropwise stirring for 2 hours, 321g (0.440 mol) 5% HC1 / ether solution was added to complete stir at room temperature The reaction stirred for 4 hours. The reaction was filtered and the filtrate concentrated under reduced pressure, 30g beating hexane and filtered to give an off-white solid 12. 0g

References:

DalianAllyChem Co.,?Ltd?(AllyChem);Gao, Zhinong;Li, Xiao;Fang, Jiani CN102093399, 2016, B Location in patent:Paragraph 0037-0038

626-61-9 Synthesis