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[4-(2,3-DIMETHYLPHENOXY)PHENYL]AMINE HYDROCHLORIDE synthesis

3synthesis methods
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Yield:-

Reaction Conditions:

with hydrazine hydrate;palladium on carbon in ethanol at 90; for 1 h;

Steps:



Intermediate 742,3-dimethylphenyl 4-nitrophenyl ether (Intermediate 73, 865 mg) was dissolved in ethanol (10 mL) to give a pale yellow solution. Hydrazine hydrate 50% (0.698 mL, 7.1 mmol) and Pd/C (37.8 mg, 0.36 mmol) were added. The reaction mixture was stirred at 90°C for 1 hour. The reaction mixture was filtered and the organic phase was evaporated under vacuum to afford the title compound as a pale yellow oil (796 mg).H-NMR (400 MHz, CDCI3): δ ppm 7.07 - 6.96 (1 H, m), 6.90 (1 H, d), 6.83 - 6.73 (2H, m), 6.72 - 6.61 (3H, m), 2.33 (3H, s), 2.22 (3H, s); UPLC: 0.60 min, 214 [M+H]+.

References:

WO2011/69951,2011,A1 Location in patent:Page/Page column 68-69

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