methyl 4,5-diamino-o-anisate synthesis

5synthesis methods

Product Name:methyl 4,5-diamino-o-anisate
CAS Number:59338-85-1
Molecular formula:C9H12N2O3
Molecular Weight:196.2032

4-Amino-2-methoxy-5-nitrobenzoicacid methyl ester

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Yield: 99%

Reaction Conditions:

with palladium on activated charcoal;hydrogen in methanol at 50; for 12 h;

Steps:

4
Step 4: A mixture of methyl 4-amino-2-methoxy-5-nitrobenzoate (3.0 g, 13.3 mmol) and Pd/C (0.3 g) in methanol (50 mL) was stirred under hydrogen at 50 °C for 12 h. After Pd/C was filtered, the filtrate was concentrated to afford methyl 4,5-diamino-2-methoxybenzoate as a brown solid (2.6 g, 99%). LC/MS (ES⁺): m/z calculated for C9H12N2O3: 196.1 ; found: 197.1 [M+H] NMR (400 MHz, CDCb): d 7.33 (s, 1H), 6.29 (s, 1H), 3.98 (br, 2H), 3.83 (s, 6H), 3.02 (br, 2H).

References:

KINETA, INC.;GOLDBERG, Daniel R.;PROBST, Peter;BEDARD, Kristin M. WO2020/36574, 2020, A1 Location in patent:Page/Page column 81-82

4093-29-2 Synthesis