반응 #1702125

반응 방정식

NaHCO3

2,5-dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

2,5-Dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

3-methoxy-benzenamine

p-toluenesulfonic acid monohydrate

→

desired product

수율 34.7%

5-Chloro-N(4)-(3-methoxybenzyl)-N(2)-(3-methoxyphenyl)pyrimidine-2,4-diamine

수율 34.7%

용매

1,4-dioxane

반응 조건

후처리

1. 1
   기타the organic solvent was removed under vacuum
2. 2
   추출The aqueous layer was extracted with DCM twice
3. 3
   기타The combined organic layers were dried
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타The crude product was purified by silica gel column chromatography

실험 절차

Into a reaction flask were added 2,5-dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine (0.20 g, 0.70 mmol) (prepared according to Example 1, step A), 1,4-dioxane (20 mL), 3-methoxy-benzenamine (0.13 g, 1.0 mmol), and p-toluenesulfonic acid monohydrate (49 mg, 0.26 mmol). The mixture was heated at 105° C. for 2 days. To the mixture was added an aqueous solution of NaHCO3 (saturated, 0.5 mL) and the organic solvent was removed under vacuum. The aqueous layer was extracted with DCM twice. The combined organic layers were dried, filtered and concentrated. The crude product was purified by silica gel column chromatography to provide the desired product (90 mg, 30%). LCMS for C19H20ClN4O2 (M+H)+: m/z=371.1.

출처