2-(5-Amino-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidin-4(3H)-one synthesis

5synthesis methods

Product Name:2-(5-Amino-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidin-4(3H)-one
CAS Number:79871-76-4
Molecular formula:C9H11N5O
Molecular Weight:205.22

37893-08-6 Synthesis

2,4(1H,3H)-Pyrimidinedione, 6-methyl-, 2-hydrazone (9CI)

37893-08-6
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870-64-4 Synthesis

870-64-4
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2-(5-Amino-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidin-4(3H)-one

79871-76-4
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Yield:79871-76-4 61%

Reaction Conditions:

in ethanol; for 4 h;Reflux;

Steps:

4 Step 4

(Z)-3-aminobut-2-enenitrile (0.246 g, 3.00 mmol, 1.8 eq.) was added portion wise to the suspension of (Z)-2-hydrazineylidene-6-methyl-2,3-dihydropyrimidin-4(1H)-one (0.23 g, 1.6 mmol, 1 eq.) in ethanol at rt.
The reaction mixture was refluxed for 4 h, was then concentrated in vacuum and was further purified by normal-phase flash chromatography (5% MeOH:DCM) to get desired product 2-(5-amino-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidin-4(1H)-one (0.2 g, 1 mmol, 61%). ESI-MS: 206.1 [M+H]⁺.

References:

US2019/23688,2019,A1 Location in patent:Paragraph 0155

1118-61-2 Synthesis