2-Bromo-6-iodo-3-methoxypyridine

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2-Bromo-6-iodo-3-methoxypyridine manufacturers

2-Bromo-6-iodo-3-methoxypyridine Basic information
Product Name:2-Bromo-6-iodo-3-methoxypyridine
Synonyms:2-Bromo-3-methoxy-6-iodopyridine;Pyridine, 2-bromo-6-iodo-3-methoxy-;2-Bromo-6-iodo-3-methoxypyridine
CAS:321535-37-9
MF:C6H5BrINO
MW:313.92
EINECS:
Product Categories:
Mol File:321535-37-9.mol
2-Bromo-6-iodo-3-methoxypyridine Structure
2-Bromo-6-iodo-3-methoxypyridine Chemical Properties
Boiling point 315.7±42.0 °C(Predicted)
density 2.166±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka-6.51±0.10(Predicted)
form solid
AppearanceWhite to yellow Solid
InChIInChI=1S/C6H5BrINO/c1-10-4-2-3-5(8)9-6(4)7/h2-3H,1H3
InChIKeyLHDNVVCKJSWJKM-UHFFFAOYSA-N
SMILESC1(Br)=NC(I)=CC=C1OC
Safety Information
Hazard Codes Xn
Risk Statements 22
HazardClass IRRITANT
HS Code 2933399990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
2-Bromo-6-iodo-3-methoxypyridine Usage And Synthesis
Synthesis
2-Bromo-3-hydroxy-6-iodopyridine

129611-32-1

Iodomethane

74-88-4

2-BROMO-6-IODO-3-METHOXYPYRIDINE

321535-37-9

Stage 1(b): synthesis of 2-bromo-6-iodo-3-methoxypyridine (3). Potassium carbonate (K2CO3, 6.22 g, 45.1 mmol) and iodomethane (CH3I, 24.6 g, 10.77 mL, 173.3 mmol) were sequentially added to a solution of N,N-dimethylformamide (DMF, 30 mL) in which 2-bromo-6-iodo-pyridin-3-ol (2, 14.9 g, 49.5 mmol) was dissolved. The reaction mixture was heated and stirred at 100 °C for 2 h and subsequently cooled to room temperature. Reaction termination was achieved by addition of water (H2O) and stirring was continued for 30 min. The precipitate formed was collected by filtration, washed with water and dried in air to give light brown solid product 3 (15.7 g, 100% yield). The product was characterized by the following data: 1H NMR (CDCl3) δ 7.61 (d, 1H, J = 8.4 Hz), 6.86 (d, 1H, J = 8.4 Hz), 3.93 (s, 3H); mass spectral observation m/z = 314 (M + 1), 315.

References[1] Patent: US2008/45561, 2008, A1. Location in patent: Page/Page column 25; 22
[2] Organic Letters, 2000, vol. 2, # 26, p. 4201 - 4204
[3] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 21, p. 6435 - 6446
[4] Patent: WO2014/43252, 2014, A2. Location in patent: Page/Page column 45-46
[5] Patent: WO2007/88999, 2007, A1. Location in patent: Page/Page column 166
2-Bromo-6-iodo-3-methoxypyridine Preparation Products And Raw materials
Raw materials2-Bromo-3-hydroxy-6-iodopyridine-->Iodomethane-->N,N-Dimethylformamide-->Potassium carbonate
Preparation Products5,6-Dimethoxypicolinaldehyde-->6-Iodo-2,3-dimethoxypyridine
Tag:2-Bromo-6-iodo-3-methoxypyridine(321535-37-9) Related Product Information
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