6-TRIFLUOROMETHOXY-PYRIDIN-3-YLAMINE synthesis
- Product Name:6-TRIFLUOROMETHOXY-PYRIDIN-3-YLAMINE
- CAS Number:135900-33-3
- Molecular formula:C6H5F3N2O
- Molecular Weight:178.11
1221172-05-9
135900-33-3
General procedure for the synthesis of 6-(trifluoromethoxy)pyridin-3-amine from compound (CAS:1221172-05-9): compound 81 (2.00 g, 9.43 mmol, 1.0 eq.), 10% Pd/C (1.0 g), and ammonium formate (1.2 g, 18.9 mmol, 2.0 eq.) were dissolved in methanol (20 mL) and heated to 55 °C for 16 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered through diatomaceous earth and the filtrate was concentrated to obtain the crude product. The crude product was partitioned between ethyl acetate (100 mL) and 4% NaOH aqueous solution (30 mL) to separate the organic layer. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated to give the target product 82 (1.50 g, 8.38 mmol, 89.4% yield) as a yellow oil.
1221172-05-9
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135900-33-3
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Yield: 89.4%
Reaction Conditions:
with palladium 10% on activated carbon;ammonium formate in methanol at 55; for 16 h;
Steps:
55; 56; 57
[00537] A mixture of 81(2.00 g, 9.43 mmols, 1.0 eq), Pd/C (10%, 1.0 g), HCOONH4 (1.2 g, 18.9 mmols, 2.0 eq.) in MeOH (20 mL) was heated to 55 °C for 16 hours. The reaction mixture was cooled to room temperature, filtered through celite, and the filtrate was concentrated. The residue was partitioned between ethyl acetate (100 mL) and NaOH (4% in water, 30 mL). The organic layer were washed with brine, dried over Na2SO4, filtered, and concentrated to afford the desired product 82 (1.50 g, 8.38 mmols, 89.4%) as a yellow oil.
References:
ALPHARMAGEN, LLC;PUTMAN, David, G.;DASSE, Olivier;HOGENKAMP, Derk WO2016/144792, 2016, A1 Location in patent:Paragraph 00537
1221171-70-5
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135900-33-3
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1221172-02-6
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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135900-33-3
59 suppliers
$65.00/2.5mg
1000210-73-0
0 suppliers
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135900-33-3
59 suppliers
$65.00/2.5mg