N-(4-methoxybenzyl)-2-chloro-3-nitropyridin-4-amine synthesis
- Product Name:N-(4-methoxybenzyl)-2-chloro-3-nitropyridin-4-amine
- CAS Number:881844-09-3
- Molecular formula:C13H12ClN3O3
- Molecular Weight:293.71
5975-12-2
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Yield:881844-09-3 95%
Reaction Conditions:
with triethylamine in N,N-dimethyl-formamide at 0 - 20; for 10 h;
Steps:
1.1 Step 1:
Step 1: 2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine To a solution of 2,4-dichloro-3-nitropyridine (12.0 g, 62.2 mmol) in DMF (78 mL) was added NEt3 (10.4 mL, 74.6 mmol) and p-methoxybenzylamine (8.12 ml, 62.18 mmol) at 0° C. After stirring for 10 h at rt, DMF was removed at reduced pressure. The residue was triturated with EtOAc, filtered, washed with EtOAc and hexane, and dried to afford 2-chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine (9.29 g, 51%). Additional product (8.0 g, 44%) was obtained by column chromatography (SiO2, eluent) from the filtrates.
References:
US8017780,2011,B1 Location in patent:Page/Page column 84
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