2-Bromo-4-(trifluoromethyl)pyridine
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2-Bromo-4-(trifluoromethyl)pyridine
structure -
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CAS No:
175205-81-9
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Formula:
C6H3BrF3N
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Chemical Name:
2-Bromo-4-(trifluoromethyl)pyridine
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Synonyms:
Pyridine,2-bromo-4-(trifluoromethyl)-;2-Bromo-4-(trifluoromethyl)pyridine;2-Bromo-4-trifluoromethylpyridine;4-Trifluoromethyl-2-bromopyridine
- Categories:
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CAS No:
2-Bromo-4-(trifluoromethyl)pyridine Basic Attributes
225.99
225.99
1312995-182-4
DTXSID60381807
2933399090
Characteristics
12.9
2.8
1.827 g/mL at 25 °C
-21--20 °C
161-162 °C
164 °F
n20/D 1.478
0.622mmHg at 25°C
Safety Information
Ⅲ
IRRITANT
UN 2810 6.1/PG 3
3
25-36/37/38-37/38-36
26-36/37-45-37
T,Xi
Toxic/Irritant
P261-P301 + P310-P305 + P351 + P338
H301-H315-H319-H335
|Danger|H301 (95.59%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 136 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Bromo-4-(trifluoromethyl)pyridine Use and Manufacturing
To Diisopropylamine ( 1 equi) dissolved in THF( 30 mL) added BuLi ( 2.5 M solution in hexane, 9 mL, 1 equi.) and stirred the mixture at room temperature for 30 min. A solution of the bromo pyridine, 1 (5 gm, 1 equi.) in THF (50 mL) was cooled down to -78°C and added the pre- generated LDA to it via a canula. The reaction mixture was continued to stirr at -78°C for further one hour and poured to an excess of crushed dry ice immersed in THF (~ 50 mL). The stirring was continued for 30min allowing the temperature to rise to ice temperature. Evaporated off all the volatiles to obtain 5.8gm (97percent) of 2 which was used for further step without purification.A mixture of 2-chloro-4-(trifluoromethyl)pyridine (2.70 g, 14.9 mmol) and bromotrimethylsilane (3.90 mL, 29.6 mmol) in propanenitrile (15.0 mL) was heated under reflux for 22 h. The product (very volatile) was carefully rotary evaporated to give 4.07 g (propanenitrile contained) of thick light brown suspension w/o further purification. LC-MS calculated for C6H3BrF3N (M+H) 226.9; found 225.9/227.8.
2-Bromo-4-(trifluoromethyl)pyridine in used in the preparation of pyrazolopyridines as kinase LRRK2 inhibitors for treating and preventing cancer and neurodegenerative diseases.
Computed Properties
Molecular Weight:225.99
XLogP3:2.8
Hydrogen Bond Acceptor Count:4
Exact Mass:224.94010
Monoisotopic Mass:224.94010
Topological Polar Surface Area:12.9
Heavy Atom Count:11
Complexity:136
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-Bromo-4-(trifluoromethyl)pyridine
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