3,5-Dibromo-2-methoxypyridine
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3,5-Dibromo-2-methoxypyridine
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CAS No:
13472-60-1
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Formula:
C6H5Br2NO
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Chemical Name:
3,5-Dibromo-2-methoxypyridine
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Synonyms:
Pyridine,3,5-dibromo-2-methoxy-;3,5-Dibromo-2-methoxypyridine
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CAS No:
Characteristics
22.1
2.5
1.919±0.06 g/cm3(Predicted)
49-51 °C
235.7±35.0 °C(Predicted)
96.3±25.9 °C
1.582
0.076mmHg at 25°C
Safety Information
IRRITANT
UN 2811
1
36/37/38-41-22
26-36-45
Xi,Xn
Harmful
P280-P305 + P351 + P338
H302-H318
|Danger|H302 (97.44%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P305+P351+P338, P310, P330, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3,5-Dibromo-2-methoxypyridine Use and Manufacturing
Bromine (17.8 g, 111 mmol) was added to a solution of 5-bromo-2-methoxypyridine (12.0 g, 63.8 mmol), sodium acetate (5.23 g, 63.8 mmol), and acetic acid (65 mL). The mixture was stirred at 80° C. for 4 h and then at room temperature for 12 h. The mixture was diluted with ether and washed with water, sodium bicarbonate and hypo solution. The organic layer was dried over sodium sulphate, filtered and concentrated. Purification by chromatography using 1-5percent ethyl acetate in pet ether provided 10.6 g of the desired compound: Bromine (17.8 g, 111 mmol) was added to a solution of 5-bromo-2-methoxypyridine (12.0 g, 63.8 mmol), sodium acetate (5.23 g, 63.8 mmol), and acetic acid (65 mL). To a solution of [0497] Step 1: Synthesis of methyl 4-(5-bromo-2-methoxypyridin-3-yl)-3-chlorobenzoate. 3, 5- dibromo-2-methoxypyridine (300 mg, 1.124 mmol), (2-chloro-4-(methoxycarbonyl)phenyl)boronic acid (2'- 30 C, filtered through a bed of Celite, and washed with ethyl acetate (2'-30% ethyl acetate in petroleum ether as an eluent Selected fractions were collected and concentrated under reduced pressure to afford methyl 4-(5-bromo-2-methoxypyridin-3-yl)-3-chlorobenzoate (2'-white solid. 1H NMR (400 MHz, CDCh): delta 8.27 - 8.27 (d, J = 2.4 Hz, lH), 8.14 -8.13 (d, J= 1.6 Hz, lH), 7.98 - 7.96 (dd, J = 8.0, 8.0 Hz, lH), 7.62 -7.61 (d, J= 2.4 H lH), 7.37 - 7.35 (d, J= 8.0 Hz, lH), 3.95 (s, 3H), 3.9 (s, 3H). LCMS: 98 % (m/z = 356.16 [M+H]).
Computed Properties
Molecular Weight:266.92
XLogP3:2.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:266.87174
Monoisotopic Mass:264.87379
Topological Polar Surface Area:22.1
Heavy Atom Count:10
Complexity:112
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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