ChemicalBook > CAS DataBase List > ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

Product Name
ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
CAS No.
2386-37-0
Chemical Name
ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
Synonyms
METHYL 2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-PYRROLEPROPIONATE;Ethyl 4-(3-methoxy-3-oxo-propyl)-3,5-dimethyl-1H-pyrrol-2-carboxylate;Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate;ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate;1H-Pyrrole-3-propanoicacid,5-(ethoxycarbonyl)-2,4-dimethyl-,methylester
CBNumber
CB41876523
Molecular Formula
C13H19NO4
Formula Weight
253.29
MOL File
2386-37-0.mol
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ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate Property

storage temp. 
2-8°C
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S951692
Product name
METHYL 2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-PYRROLEPROPIONATE
Purity
AldrichCPR
Packaging
50MG
Price
$185
Updated
2025/07/31
AK Scientific
Product number
8108CB
Product name
Ethyl4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
Packaging
5g
Price
$735
Updated
2021/12/16
Ambeed
Product number
A172179
Product name
Ethyl4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
Purity
95+%
Packaging
250mg
Price
$75
Updated
2021/12/16
Ambeed
Product number
A172179
Product name
Ethyl4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
Purity
95+%
Packaging
1g
Price
$196
Updated
2021/12/16
Chemenu
Product number
CM251595
Product name
Ethyl4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
Purity
95%
Packaging
1g
Price
$262
Updated
2021/12/16
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ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate Chemical Properties,Usage,Production

Synthesis

13984-53-7

16115-80-3

2386-37-0

b) Preparation of compound (5): In a 4.5 liter Keller round bottom flask equipped with a reflux condenser, thermometer, dropping funnel and argon catheter, acetic acid (1.30 liter) was added and heated to reflux. A mixed solution of methyl 4-acetyl-5-oxohexanoate (248.71 g, 1.34 mol) and diethyl aminomalonate hydrochloride (367.50 g, 1.74 mol) in acetic acid (0.85 L) was added dropwise over a period of 1 hour to the reaction mixture in reflux. After the dropwise addition, the reaction was continued in reflux for 2.5 hours. The reaction process was monitored by HPLC to confirm complete conversion. After the reaction mixture was cooled to room temperature, acetic acid was removed by distillation under reduced pressure. The resulting dark-colored crude product was mixed with water (4.5 liters), which was added slowly in batches and mechanically stirred for 1 hour. It was subsequently filtered and the filter cake was washed with water (1 liter). Recrystallization of the dark gray crude product was carried out by refluxing from a solvent mixture of ethanol/water (350 ml/350 ml) followed by cooling to 10 °C. The precipitate was separated by filtration and washed with ethanol/water (4 x 100 mL/100 mL). The product was dried under reduced pressure at room temperature to give compound (5) in light purple solid form (95.00 g, 28% yield).1H NMR (300 MHz, CDCl3): δ 1.34 (t, CH3), 2.21 (s, CH3), 2.27 (s, CH2), 2.43 (t, CH2), 2.70 (t, CH2), 3.66 (s, CH3), 4.29 (q, CH2), 8.60 (br s, NH2).

References

[1] Patent: US2008/242857, 2008, A1. Location in patent: Page/Page column 15

ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate Suppliers

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2386-37-0, ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylateRelated Search:


  • ethyl 4-(2-methoxycarbonylethyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
  • 1H-Pyrrole-3-propanoicacid,5-(ethoxycarbonyl)-2,4-dimethyl-,methylester
  • METHYL 2,4-DIMETHYL-5-(ETHOXYCARBONYL)-3-PYRROLEPROPIONATE
  • Ethyl 4-(3-methoxy-3-oxopropyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate
  • Ethyl 4-(3-methoxy-3-oxo-propyl)-3,5-dimethyl-1H-pyrrol-2-carboxylate
  • 2386-37-0