2-Pyrimidinamine, N-(1,3-benzodioxol-5-ylmethyl)- synthesis
- Product Name:2-Pyrimidinamine, N-(1,3-benzodioxol-5-ylmethyl)-
- CAS Number:859065-39-7
- Molecular formula:C12H11N3O2
- Molecular Weight:229.23
Yield:859065-39-7 95%
Reaction Conditions:
with potassium tert-butylate;copper diacetate in 1,4-dioxane at 130; for 48 h;Inert atmosphere;
Steps:
4.2. General procedure for N-alkylation of amines 1
General procedure: To a solution of Cu(OAc)2 (0.025 mmol, 0.0046 g) and potassium tert-butoxide (0.175 g, 2.5 mmol) in anhydrous dioxane (3 mL), the corresponding amine 1 (2.5 mmol) or the triphenylphosphoranylidenaniline 18 (2.5 mmol) and the correspondent alcohol 2 or 4 (3.75 mmol) were added successively under inert argon atmosphere. After 2 or 5 days of reaction at 130 °C (see Table 2 and Scheme 2), the resulting mixture was hydrolyzed with a saturated solution of ammonium chloride (10 mL). The mixture was extracted with AcOEt (3×10 mL) and washed with brine (10 mL), after drying with anhydrous MgSO4, was filtered on Celite and the solvents were removed under low pressure(15-18 Torr). The resulting mixture was purified by column chromatography (if needed).
References:
Martínez-Asencio, Ana;Ramón, Diego J.;Yus, Miguel [Tetrahedron,2011,vol. 67,# 17,p. 3140 - 3149] Location in patent:experimental part
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