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2H-1,4-Benzoxazin-7-amine, 3,4-dihydro-4-methyl- synthesis

5synthesis methods
3,4-dihydro-4-methyl-7-nitro-2H-1,4-benzoxazine

120711-93-5
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2H-1,4-Benzoxazin-7-amine, 3,4-dihydro-4-methyl-

220844-82-6
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Yield:220844-82-6 88%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethyl acetate at 25; for 2 h;

Steps:

30

A solution of 30-1 (0.530 g, 2.73 mmol) in ethyl acetate (40 mL) was degassed with nitrogen three times then Pd/C (0.053 g, 10% purity on charcoal, wet) was added. The reaction mixture was degassed and purged with hydrogen three times. The mixture was stirred at 25°C for 2 hours under a hydrogen atmosphere (15 psi) then diluted with ethyl acetate (100 mL), filtered, and the filtrate was concentrated under reduced pressure to afford 4-methyl-3, 4-dihydro-2H -benzo[b][1,4]oxazin-7-amine (30-2) (0.430 g, 88.0% yield) as a black brown oil.

References:

WO2022/150574,2022,A1 Location in patent:Page/Page column 181