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ChemicalBook CAS DataBase List 4-iodo-6-(trifluoromethyl)pyridin-3-amine

4-iodo-6-(trifluoromethyl)pyridin-3-amine synthesis

3synthesis methods
Carbamic acid, N-[4-iodo-6-(trifluoromethyl)-3-pyridinyl]-, 1,1-dimethylethyl ester

849353-40-8
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4-iodo-6-(trifluoromethyl)pyridin-3-amine

1256810-65-7
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Yield:1256810-65-7 91%

Reaction Conditions:

with trifluoroacetic acid in dichloromethane at 21; for 24 h;

Steps:

11 4-iodo-6-(trifluoromethyl)pyridin-3-amine

4-iodo-6-(trifluoromethyl)pyridin-3-amine
Tert-butyl (4-iodo-6-(trifluoromethyl)pyridin-3-yl)carbamate (2.5 g, 6.44 mmol) was dissolved in dichloromethane (45 mL).
Trifluoroacetic acid (3.67 g, 32.2 mmol) was added to the solution.
The solution was stirred at 21° C. for 24 hours.
The solution was then taken up in excess dichloromethane and washed with saturated NaCl.
The organic layer was dried over MgSO4 and concentrated down.
The crude product was purified by chromatography on silica gel (cyclohexane/ethyl acetate 80/20) and dried under vacuum. Yield: 91%. 1H NMR (400 MHz, DMSO): 8.0 (s, 1H), 7.95 (s, 1H), 6.21 (s, 2H).
[M+1]+=289.0.

References:

US2017/239225,2017,A1 Location in patent:Paragraph 0145