N2-Methylpyridine-2,6-diaMine synthesis
- Product Name:N2-Methylpyridine-2,6-diaMine
- CAS Number:75135-46-5
- Molecular formula:C6H9N3
- Molecular Weight:123.16
Yield:75135-46-5 83%
Reaction Conditions:
with copper(l) iodide in water at 160; for 5 h;Sealed tube;Microwave irradiation;
Steps:
Typical experimental procedure for the synthesis of N-alkyl and N-aryl 2,6-diamino pyridines
General procedure: Compounds I-VII (4.22 mmol), catalytic amounts of CuI (10 mg, 0.052 mmol) and water (100 μL) were treated with 6equiv of the respective amine and sealed in a 5 mL microwave vial. Pd(PPh3)4 (10 mg, 0.008 mmol) was added in the case of anilines. After the reaction was completed (see Table 1), 2 equiv of solid K2CO3 were added. The resulting product was obtained after filtration and washing with water as an analytically pure crystalline solid. Otherwise all volatiles were then evaporated and purified by flash column chromatography (A) or bulb-to-bulb distillation (B). In the case of methylamine and ethylamine the corresponding aqueous solution was used without extra water addition.
References:
Mastalir, Matthias;Rosenberg, Egon E.;Kirchner, Karl [Tetrahedron,2015,vol. 71,# 42,p. 8104 - 8110]
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