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5-Bromo-6-trifluoromethyl-pyridin-2-ylamine

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5-Bromo-6-trifluoromethyl-pyridin-2-ylamine Basic information
Uses
Product Name:5-Bromo-6-trifluoromethyl-pyridin-2-ylamine
Synonyms:5-Bromo-6-trifluoromethyl-pyridin-2-ylamine;5-bromo-6-(trifluoromethyl)pyridin-2-amine;6-Amino-3-bromo-2-(trifluoromethyl)pyridine;2-Amino-5-bromo-6-(trifluoromethyl)pyridine;2-Pyridinamine,5-bromo-6-(trifluoromethyl)-;101906;5-Bromo-6-(trifluoromethyl)pyridine;5-Bromo-6-trifluoromethyl-pyridin-2-ylamine ISO 9001:2015 REACH
CAS:882500-21-2
MF:C6H4BrF3N2
MW:241.01
EINECS:
Product Categories:
Mol File:882500-21-2.mol
5-Bromo-6-trifluoromethyl-pyridin-2-ylamine Structure
5-Bromo-6-trifluoromethyl-pyridin-2-ylamine Chemical Properties
Boiling point 218℃
density 1.790
Fp 86℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka1.04±0.10(Predicted)
AppearanceOff-white to yellow Solid
InChIInChI=1S/C6H4BrF3N2/c7-3-1-2-4(11)12-5(3)6(8,9)10/h1-2H,(H2,11,12)
InChIKeyDNDAEASRGBLZCN-UHFFFAOYSA-N
SMILESC1(N)=NC(C(F)(F)F)=C(Br)C=C1
Safety Information
HS Code 2933399990
MSDS Information
5-Bromo-6-trifluoromethyl-pyridin-2-ylamine Usage And Synthesis
Uses5-Bromo-6-trifluoromethyl-2-aminopyridine is a pyridine derivative that can be used as a pharmaceutical intermediate.
Synthesis
2-Amino-6-(trifluoromethyl)pyridine

34486-24-3

5-Bromo-6-trifluoromethyl-pyridin-2-ylamine

882500-21-2

The general procedure for the synthesis of 5-bromo-6-(trifluoromethyl)-2-aminopyridine from 2-amino-6-(trifluoromethyl)pyridine was as follows: to a solution of 6-(trifluoromethyl)pyridin-2-amine (600 mg, 3.7 mmol) in methanol (10 mL) was added N-bromosuccinimide (NBS, 659 mg, 3.7 mmol) in batches at 0 °C. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and the residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate = 4:1) to afford 5-bromo-6-trifluoromethyl-2-aminopyridine (650 mg, 73.1% yield) as a white solid.The LC-MS analysis showed a retention time of 1.33 min and a molecular ion peak (MH+) of 241.

References[1] Patent: WO2016/44792, 2016, A1. Location in patent: Page/Page column 173
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 1, p. 527 - 531
[3] Patent: WO2017/1926, 2017, A2. Location in patent: Paragraph 00139
[4] Patent: CN105541792, 2016, A. Location in patent: Paragraph 0242; 0243; 0244
5-Bromo-6-trifluoromethyl-pyridin-2-ylamine Preparation Products And Raw materials
Raw materials2-Amino-6-(trifluoromethyl)pyridine-->Methanol-->N-Bromosuccinimide
Tag:5-Bromo-6-trifluoromethyl-pyridin-2-ylamine(882500-21-2) Related Product Information
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