4-Methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylamine synthesis
- Product Name:4-Methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylamine
- CAS Number:226571-61-5
- Molecular formula:C9H12N2O
- Molecular Weight:164.2
120711-82-2
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Yield:226571-61-5 89%
Reaction Conditions:
with hydrogen;palladium 10% on activated carbon in methanol at 20;
Steps:
4- Methyl-3,4-dihydro-2H-benzo[A][l,4]oxazin-6-amine [S12-4].; To a solution of S12-3 (560 mg, 2.9 mmol) in 20 mL of methanol was added Pd/C powder (10%, 96 mg). The resulting suspension was stirred at rt under hydrogen overnight. The reaction mixture was filtered, concentrated in vacuum and purified by flash chromatography to give S12-4 (420 mg, 89%) as a yellow solid. 1H NMR (CDC13, 500 MHz) δ 6.56 (d, J= 8.3 Hz, 1H), 6.04 (d, J= 2.5 Hz, 1H), 5.98 (dd, J= 2.5, 8.3 Hz, 1H), 4.19 (t, J= 4.4 Hz, 2H), 3.21 (t, J= 4.5 Hz, 2H), 2.82 (s, 3H); 13C NMR (CDC13, 125 MHz) δ 140.8, 137.4, 137.0, 116.2, 104.8, 100.4, 64.6, 49.5, 38.7.
References:
WO2011/44394,2011,A1 Location in patent:Page/Page column 117-118
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