6-(benzyloxy)pyridin-3-amine synthesis

5synthesis methods

Product Name:6-(benzyloxy)pyridin-3-amine
CAS Number:75926-65-7
Molecular formula:C12H12N2O
Molecular Weight:200.24

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Yield:75926-65-7 100%

Reaction Conditions:

Stage #1: 2-(benzyloxy)-5-nitropyridinewith ammonium chloride in tetrahydrofuran;water at 75; for 0.5 h;
Stage #2: with water;iron in tetrahydrofuran at 75;

Steps:

Synthesis of 6-Benzyloxy-pyridin-3-ylamine

Synthesis of 6-Benzyloxy-pyridin-3-ylamine Ammonium chloride (325 mg, 6.0 mmol) in water (10 mL) was added to a solution of 2-benzyloxy-5-nitro-pyridine (350 mg, 1.5 mmol) in THF (15 mL) and the resulting mixture stirred at 75° C. for 30 minutes. Iron powder (340 mg, 6 mmol) was then added portion wise and the mixture stirred for 5 hours at 75° C. The reaction mixture was filtered over celite. The filtrate was basified with sodium bicarbonate solution and the product extracted with ethyl acetate. The organics were washed with brine solution, dried over Na₂SO₄ and concentrated to afford 320 mg (100%) of 6-benzyloxy-pyridin-3-ylamine.

References:

US2009/239848,2009,A1 Location in patent:Page/Page column 22