ChemicalBook CAS DataBase List 4,6-DICHLORO-3-PYRIDINEMETHANOL

4,6-DICHLORO-3-PYRIDINEMETHANOL synthesis

9synthesis methods

Product Name:4,6-DICHLORO-3-PYRIDINEMETHANOL
CAS Number:73998-95-5
Molecular formula:C6H5Cl2NO
Molecular Weight:178.02

73027-79-9 Synthesis

73027-79-9
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$13.00/1g

73998-95-5
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$45.00/10mg

Yield: 89%

Reaction Conditions:

with borane-THF in tetrahydrofuran at 0 - 20;Inert atmosphere;Concentration;

Steps:

18.1 Step 1: Preparation of (4,6-dichloropyridin-3 -yl)methanol
[01366] To a 5000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed 4,6-dichloropyridine-3-carboxylic acid (95 g, 494.79 mmol, 1.00 equiv) and tetrahydrofuran (1000 mL) followed by the addition of BH3.THF (1 M) (2111 mL, 4.20 equiv) dropwise with stirring at 0°C. The reaction mixture was stirred at 0°C for 30 mm and at room temperature overnight, quenched by the addition of 1000 mL of water/ice, and extracted with 3x1000 mL of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 78.4 g (89%) of (4,6-dichloropyridin-3-yl)methanol as a white solid.

References:

F. HOFFMANN-LA ROCHE AG;GENENTECH, INC.;ESTRADA, Anthony;VOLGRAF, Matthew;CHEN, Huifen;KOLESNIKOV, Aleksandr;VILLEMURE, Elisia;VERMA, Vishal;WANG, Lan;SHORE, Daniel;DO, Steven;YUEN, Po-wai;HU, Baihua;WU, Guosheng;LIN, Xingyu;LU, Aijun WO2016/128529, 2016, A1 Location in patent:Paragraph 0980; 0981; 0982

40296-46-6 Synthesis