5-(4-Amino-phenylcarbamoyl)-3H-imidazole-4-carboxylic acid synthesis
- Product Name:5-(4-Amino-phenylcarbamoyl)-3H-imidazole-4-carboxylic acid
- CAS Number:436088-52-7
- Molecular formula:C11H10N4O3
- Molecular Weight:246.22
205688-13-7
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![5H,10H-Diimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxylic acid, 5,10-dioxo-, 1,6-diphenyl ester](/CAS/20210305/GIF/474013-77-9.gif)
474013-77-9
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436088-52-7
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$280.00/1g
Yield:436088-52-7 72%
Reaction Conditions:
in tetrahydrofuran at 0 - 20; for 18.2 h;
Steps:
9 6.5.9 4-((4-Aminophenyl)carbamoyl)-1H-imidazole-5-carboxylic acid (7)
General procedure: The title compound was synthesized from 17 (100 mg, 0.233 mmol) and (9H-fluoren-9-yl)methyl (4-aminophenyl)carbamate (153.8 mg, 0.466 mmol) as described above in the method B. Pale yellow solid, yield 72%; 1H NMR (300MHz, DMSO-d6) δ 8.362 (s, 1H), 8.267(d, J=9.1, 1H), 7.804 (m, 2H), 7.106 (dd, J=5.4, 6.0, 1H); 13C NMR (100MHz, DMSO-d6) δ 161.22, 159.91, 137.68, 136.25, 133.12, 129.23, 127.93, 123.25, 122.44; ESI-MS: 247 [M+1]+; HRESI-MS: m/z calcd for C11H11N4O3 ([M+H]+) 247.0831; found 247.0815.
References:
Serrao, Erik;Xu, Zhong-Liang;Debnath, Bikash;Christ, Frauke;Debyser, Zeger;Long, Ya-Qiu;Neamati, Nouri [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 19,p. 5963 - 5972]