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ChemicalBook CAS DataBase List 5-Fluoro-2-Methoxy-pyridin-3-ylaMine
1211541-93-3

5-Fluoro-2-Methoxy-pyridin-3-ylaMine synthesis

4synthesis methods
5-Fluoro-2-Methoxy-3-nitropyridine

1211534-27-8

5-Fluoro-2-Methoxy-pyridin-3-ylaMine

1211541-93-3

c) 5-fluoro-2-methoxy-3-nitropyridine (Preparation 5b, 0.300 g, 1.74 mmol) was used as a raw material, which was dissolved in ethanol and 10% palladium carbon catalyst (0.300 g) was added. The reaction mixture was stirred at room temperature and under hydrogen atmosphere. after 5 h, the reaction was completed and the catalyst was removed by Celite filtration. The filter cake was washed with ethanol and the filtrate and washings were combined and concentrated to afford the target product 5-fluoro-2-methoxypyridin-3-amine (0.220 g, 89% yield) as a brown solid. Low resolution mass spectrometry (LRMS) showed m/z: 143 (M+1)+. 1H NMR (300 MHz, CDCl3) data: δ 3.96 (s, 3H), 6.67 (dd, 1H), 7.39 (d, 1H).

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Yield: 89%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethanol at 20; for 5 h;

Steps:

5.c
c) 5-Fluoro-2-methoxypyridin-3-amine 10% Palladium on carbon (0.300 g) was added to a solution of 5-fluoro-2-methoxy-3-nitropyridine (Preparation 5b, 0.300 g, 1.74 mmol) in ethanol (15 mL) and the reaction mixture was stirred at ambient temperature under a hydrogen atmosphere. After 5 hours, the mixture was then filtered through Celite and the filter cake was washed with ethanol. The combined filtrate and washings were concentrated to give the title compound (0.220 g, 89%) as a brown solid. LRMS (m/z): 143 (M+1)+. 1H NMR δ (300 MHz, CDCl3): 3.96 (s, 3H), 6.67 (dd, 1H), 7.39 (d, 1H).

References:

Almirall, S.A. EP2527344, 2012, A1 Location in patent:Page/Page column 22-23

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