1H-Imidazole-4-carboxylicacid,2,5-dimethyl-,ethylester(9CI) synthesis
- Product Name:1H-Imidazole-4-carboxylicacid,2,5-dimethyl-,ethylester(9CI)
- CAS Number:500890-03-9
- Molecular formula:C8H12N2O2
- Molecular Weight:168.19
40546-35-8
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Yield:500890-03-9 31%
Reaction Conditions:
with triethylamine in ethanol at 20; for 12 h;
Steps:
13.3 Step 3: Preparation of ethyl 2,4-dimethyl-1H-imidazole-5-carboxylate
A solution of ethyl 2-amino-3-oxobutanoate hydrochloride (4.6 g, 25.33 mmol) in ethanol (10 mL) was added dropwise into a mixture of ethyl ethanecarboximidate hydrochloride (8.1 g, 65.54 mmol), ethanol (100 mL), and TEA (8.4 g, 83.01 mmol) with stirring at room temperature. The resulting solution was stirred for 12 h at room temperature. The resulting solution was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column eluting with dichloromethane/methanol (10/1) to afford the title compound (1.3 g, 31%) as a light yellow solid. LCMS [M+H+] 169.
References:
WO2018/96159,2018,A1 Location in patent:Paragraph 0269; 0270; 0275; 0276
20207-16-3
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1000-84-6
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2208-07-3
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5408-04-8
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141-97-9
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