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263149-09-3

(E)-Methyl 4-(benzyloxy)-2-((diMethylaMino)MethyleneaMino)-5-Methoxybenzoate synthesis

5synthesis methods
61032-42-6 Synthesis
Methyl 2-amino-4-benzyloxy-5-methoxybenzoate

61032-42-6
77 suppliers
$38.00/100mg

4637-24-5 Synthesis
N,N-Dimethylformamide dimethyl acetal

4637-24-5
632 suppliers
$5.00/25g

(E)-Methyl 4-(benzyloxy)-2-((diMethylaMino)MethyleneaMino)-5-Methoxybenzoate

263149-09-3
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Yield:263149-09-3 86%

Reaction Conditions:

for 5 h;Heating / reflux;

Steps:

51.D

A suspension of methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate (33.5 g, 116.5 mmol) in DMF-DMA (23.3 ml, 174.8 mmol) is heated to reflux for 5 hours. The reaction is then concentrated in vacuo and co-evaporated with toluene three times. The resulting solid is triturated with 30% EtOAc/hexane. After filtration, the collected solid is dried in a vacuum oven to provide methyl 4-(benzyloxy)-2- ((dimethylamino)methyleneamino)-5-methoxybenzoate (34.57g, 86%).

References:

WO2008/109613,2008,A1 Location in patent:Page/Page column 214-215