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ChemicalBook CAS DataBase List 4-Pyrimidinamine, 2-cyclopropyl- (9CI)

4-Pyrimidinamine, 2-cyclopropyl- (9CI) synthesis

4synthesis methods
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Yield:265324-26-3 85%

Reaction Conditions:

Stage #1: cyclopropylcarboxamidine hydrochloridewith sodium methylate in methanol at 20; for 0.5 h;
Stage #2: 3-ethoxyacrylonitrile at 135; for 3 h;

Steps:

1 2-Cyclopropylpyrimidin-4-amine

2-Cyclopropylpyrimidin-4-amine
A suspension of cyclopropylcarbamidine hydrochloride (1.0 g, 8.3 mmol) in sodium methoxide (0.5 M in MeOH, 16.6 mL, 8.3 mmol) was allowed to stir at rt for 30 min.
The mixture was then filtered and concentrated.
Ethoxyacrylonitrile (0.85 mL, 8.3 mmol) was added and the reaction was allowed to stir at 135° C. for 3 h, then allowed to cool to rt and stir for another 16 h.
The reaction was concentrated and the crude product was purified by column chromatography to provide 2-cyclopropylpyrimidin-4-amine (1.10 g, 85.0%) as a solid. LCMS (FA): m/z=136.2 (M+H).

References:

US2015/225422,2015,A1 Location in patent:Paragraph 0264-0265