ChemicalBook CAS DataBase List 3-Bromo-4-chloropyridine

3-Bromo-4-chloropyridine synthesis

8synthesis methods

Product Name:3-Bromo-4-chloropyridine
CAS Number:36953-42-1
Molecular formula:C5H3BrClN
Molecular Weight:192.44

31270-80-1 Synthesis

31270-80-1
119 suppliers
$10.00/100mg

36953-42-1
267 suppliers
$6.00/1g

220939-72-0 Synthesis

220939-72-0
40 suppliers
$62.00/250mg

Yield:36953-42-1 96%

Reaction Conditions:

with sodium hydroxide;bromine in methanol;tetrachloromethane

Steps:

543.A 3-bromo-4-chlorofuro[3,2-c]pyridine
EXAMPLE 543A 3-bromo-4-chlorofuro[3,2-c]pyridine A solution of 4-chlorofuro[3,2-c]pyridine (commercially available, 10.60 g, 69 mmol) in carbon tetrachloride (135 mL) was cooled to -15° C. and bromine (12.13 g, 80 mmol) was added drop-wise over a fifteen minute time period. The mixture was stirred at ambient temperature for eighteen hours. The solvent was removed in vacuo, and the residue was dissolved in methanol (250 mL). A solution of 20% aqueous sodium hydroxide (35 mL) was added and the mixture was stirred 1 hour at ambient temperature. The methanol was removed in vacuo, and the residue was partitioned between water (100 mL) and dichloromethane (50 mL). The combined organic layers were dried over anhydrous magnesium sulfate and the solvent was removed in vacuo to give 3-bromo-4-chloro[3,2-c]pyridine 15.45 g, 96%) as a solid. MS (ESI(+)) m/e 232, 234 (M+H)⁺.

References:

Betschmann, Patrick;Burchat, Andrew F.;Calderwood, David J.;Curtin, Michael L.;Davidsen, Steven K.;Davis, Heather M.;Frey, Robin R.;Heyman, Howard R.;Hirst, Gavin C.;Hrnciar, Peter;Michaelides, Michael R.;Muckey, Melanie A.;Rafferty, Paul;Wada, Carol K. US2005/26944, 2005, A1

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