4-broMo-2-(difluoroMethoxy)pyridine

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Products Intro: Product Name:Pyridine, 4-bromo-2-(difluoromethoxy)-
CAS:832735-56-5
4-broMo-2-(difluoroMethoxy)pyridine Basic information
Product Name:4-broMo-2-(difluoroMethoxy)pyridine
Synonyms:4-broMo-2-(difluoroMethoxy)pyridine;Pyridine,4-bromo-2-(difluoromethoxy)-
CAS:832735-56-5
MF:C6H4BrF2NO
MW:224
EINECS:
Product Categories:
Mol File:832735-56-5.mol
4-broMo-2-(difluoroMethoxy)pyridine Structure
4-broMo-2-(difluoroMethoxy)pyridine Chemical Properties
Boiling point 198.6±35.0 °C(Predicted)
density 1.670±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka0?+-.0.10(Predicted)
AppearanceColorless to light yellow Liquid
InChIInChI=1S/C6H4BrF2NO/c7-4-1-2-10-5(3-4)11-6(8)9/h1-3,6H
InChIKeyQKZHLBZNEBCOLM-UHFFFAOYSA-N
SMILESC1(OC(F)F)=NC=CC(Br)=C1
CAS DataBase Reference832735-56-5
Safety Information
HS Code 2933599590
MSDS Information
4-broMo-2-(difluoroMethoxy)pyridine Usage And Synthesis
Synthesis
4-BROMOPYRIDIN-2-OL

36953-37-4

Sodium chlorodifluoroacetate

1895-39-2

4-broMo-2-(difluoroMethoxy)pyridine

832735-56-5

General procedure for the synthesis of 4-bromo-2-difluoromethoxypyridine from 4-bromo-2-hydroxypyridine and sodium 2-chloro-2,2-difluoroacetate: Example 26i: 4-Bromo-2-hydroxypyridine (200 mg, 1.15 mmol) and sodium 2-chloro-2,2-difluoroacetate (210 mg, 1.38 mmol) were suspended in dry acetonitrile (8 mL). The reaction mixture was heated to reflux overnight and subsequently cooled to room temperature. The reaction mixture was extracted directly with pentane (3 × 5 mL). The organic phases were combined and concentrated to afford 219 mg (85% yield) of 4-bromo-2-difluoromethoxypyridine. Product characterization data were as follows: 1H-NMR (500 MHz, DMSO-d6) δ 8.18 (d, 1H), 7.70 (t, 1H), 7.56 (d, 1H), 7.50 (s, 1H); mass spectra (CI+) m/z 226, 224 [M + 1]+.

References[1] Patent: US2010/125087, 2010, A1. Location in patent: Page/Page column 21
[2] Patent: WO2018/2760, 2018, A1. Location in patent: Page/Page column 100
4-broMo-2-(difluoroMethoxy)pyridine Preparation Products And Raw materials
Raw materials4-BROMOPYRIDIN-2-OL-->Chlorodifluoroacetic acid-->Sodium chlorodifluoroacetate
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