1H-Pyrrole-3-carboxylic acid, 2-aMino-5-(4-nitrophenyl)-, ethyl ester synthesis

2synthesis methods

Product Name:1H-Pyrrole-3-carboxylic acid, 2-aMino-5-(4-nitrophenyl)-, ethyl ester
CAS Number:187724-88-5
Molecular formula:C13H13N3O4
Molecular Weight:275.26

99-81-0
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1H-Pyrrole-3-carboxylic acid, 2-aMino-5-(4-nitrophenyl)-, ethyl ester

187724-88-5
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Yield:187724-88-5 79.5%

Reaction Conditions:

Stage #1: carbethoxyacetamidine hydrochloridewith sodium ethanolate in ethanol at 0 - 5; for 0.333333 h;
Stage #2: 4-Nitrophenacyl bromide in ethanol at 20; for 24 h;

Steps:

14.14a

Under a nitrogen atmosphere, compound 104(16.7 g, 100 mmol) was introduced into 25 mL of ethanol at 0-5 °C followed by sodium ethanolate (6.8 g, 100 mmol). The yellow suspension was stirred for 20 minutes and compound 501 (12.2 g, 50 mmol) was added. The resulting mixture was stirred for 24 hours at room temperature and concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with water and brine. The aqueous phase was extracted three times with ethyl acetate. The combined organic layers were dried over MgSO4 and evaporated to afford crude product 502 (12.1 g, 79.5%). LC-MS: 276(M+1), 'H J=7.2 Hz, 3H), 4.17(q, Ji=7.2 Hz, J₂=7.2Hz. 2H), 5.98(s, IH), 6.91(s, IH), 7.68(d, J=9.0Hz, 2H), 8.13(d, J=9.0Hz,2H), 11.10(s,lH).

References:

WO2008/33745,2008,A2 Location in patent:Page/Page column 79-80

57508-48-2 Synthesis

3-Amino-3-iminopropanoic acid ethyl ester hydrochloride

57508-48-2
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$12.00/1g

99-81-0
222 suppliers
$9.00/1g

187724-88-5
7 suppliers
inquiry

References