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N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

CAS No.
356068-86-5
Chemical Name:
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Synonyms
N-[2-(Diethylamino)ethyl]-2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxamide;sunitinib PI-5;Sunitinib Malate 2;N-(2-(Diethylamino);Sunitinib Impurity 3;Sunitinib Impurity 50;Sunitinib EP Impurity-C;N-[2-(Diethylamino)ethyl;Sunitinib Aldehyde Impurity;N-[2-(Diethylamino)ethyl]-5-formyl-
CBNumber:
CB12484863
Molecular Formula:
C14H23N3O2
Molecular Weight:
265.35
MDL Number:
MFCD12913910
MOL File:
356068-86-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 23:17:17

N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide Properties

Melting point 145-148°C
Boiling point 389.9±42.0 °C(Predicted)
Density 1.096
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Dichloromethane (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Solid
pka 15.07±0.50(Predicted)
color Off-White
InChI InChI=1S/C14H23N3O2/c1-5-17(6-2)8-7-15-14(19)13-10(3)12(9-18)16-11(13)4/h9,16H,5-8H2,1-4H3,(H,15,19)
InChIKey BRZYBFNUINXZMJ-UHFFFAOYSA-N
SMILES N1C(C=O)=C(C)C(C(NCCN(CC)CC)=O)=C1C
FDA UNII 8TS2JL9Q75

N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide price More Price(65)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-D473853-5G N-[2-(Diethylamino)ethyl]-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5 5g $135 2026-06-03 Buy
TRC TRC-D473853-250MG N-[2-(Diethylamino)ethyl]-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5 250mg $70 2026-06-03 Buy
TRC TRC-D473853-1G N-[2-(Diethylamino)ethyl]-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5 1g $91 2026-06-03 Buy
Biosynth FD151493 N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5 5g $900 2026-06-04 Buy
Biosynth FD151493 N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5 50g $900 2026-06-04 Buy
Product number Packaging Price Buy
TRC-D473853-5G 5g $135 Buy
TRC-D473853-250MG 250mg $70 Buy
TRC-D473853-1G 1g $91 Buy
FD151493 5g $900 Buy
FD151493 50g $900 Buy

N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide Chemical Properties, Uses, Production

Uses

N-[2-(Diethylamino)ethyl]-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide is used in the preparation of (pyrrolylmethylidene)indolinones as tyrosine kinase inhibitors.

Synthesis

5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

253870-02-9

N,N-DIETHYLHYDRAZINE

616-40-0

N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

356068-86-5

To a three-necked flask fitted with a thermometer was added 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (3, 5.50 g, 32.7 mmol) and anhydrous DMF (13.1 mL), and cooled in an ice-salt bath to 0°C. Under stirring, a dichloromethane (78.4 mmol) solution of dicyclohexylcarbodiimide (DCC, 10.13 g, 49.0 mmol) was slowly added dropwise. mL) solution, keeping the reaction temperature between 0-2°C. Subsequently, 4-dimethylaminopyridine (DMAP, 1.65 g) and N1,N1-diethylethane-1,2-diamine (4, 5.03 mL, 35.9 mmol) were added and reacted at room temperature. The reaction progression was monitored by TLC (eluent: chloroform/methanol, v/v = 5:1). 59 h later, the reaction mixture was filtered, water was added to the filtrate, and extracted with dichloromethane (15 mL × 3). The organic layers were combined, washed with saturated brine (65.7 mL) and dried over anhydrous sodium sulfate. The filtrate was concentrated to give a solid, which was dissolved in a small amount of dichloromethane (5.0 mL). The resulting organic phase was washed with 5.0% aqueous citric acid (330 mL × 3) until TLC showed no product in the organic layer. The aqueous phase was alkalized to pH 8 with saturated aqueous sodium hydroxide and a large amount of aqueous sodium bicarbonate and extracted with dichloromethane (330 mL × 3). The organic layers were combined and concentrated to give a brown-red oily liquid. Further purification by column chromatography (eluent: petroleum ether/ethyl acetate, v/v = 3:1 to 1:1) afforded N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide (10, 8.11 g, 86.3%) as a yellowish solid with a melting point of 153-154 °C (literature value 177-181 °C). Yield 42.5%. rf = 0.60 (eluent: chloroform/methanol, v/v = 5:1). 1H NMR (400 MHz, DMSO-d6) δ: 11.85 (s, 1H, NH), 9.54 (s, 1H, CHO), 7.36-7.38 (t, 1H, CONH), 3.24-3.29 (m, 2H, NHCH2) , 2.50-2.56 (m, 6H, 3 × N-CH2), 2.32 (s, 3H, 4-CH3), 2.37 (s, 3H, 2-CH3), 0.95-0.99 (t, 6H, 2 × CH3).

References

[1] Research on Chemical Intermediates, 2015, vol. 41, # 11, p. 8941 - 8954

N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide Preparation Products And Raw materials

Global Suppliers ( 225)
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Hangzhou Chemtrue Bio-Tech Co.,Ltd. 19967494293 sales@chemtrue-bio.com China 303 58
Aurisco Pharmaceutical (Tianjin) Inc. 022-59885855 China 96 58
PharmaBlock Sciences (Nanjing),Inc. 025-86918202 4000255188 sales@pharmablock.com China 5000 55
Suzhou haiyu Biochem Industrial Co., LTD 512-68097639 18013585858 744942877@qq.com China 915 62
Beijing Lunarsun Pharmaceutical Co.,LTD. 86-10-64911848-8020.8010 sales@lunarsun.com.cn China 95 60
Jinan Trio PharmaTech Co., Ltd. 0531-88811783 sales@trio-pharmatech.com China 1856 62
Syntechem Co.,Ltd info@syntechem.com China 12973 57
ZhengZhou HuaWen Chemical Co.Ltd 0370-2785118 17550508557 675141927@qq.com China 3201 55
T&W GROUP 021-61551611 13296011611 contact@trustwe.com China 9884 58
Suzhou Sibian Chemical Technology Co.,Ltd. 0512-65617459 18915409046 sales@sibian-chem.com China 1917 55

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N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide pictures 2026-09-02 N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
356068-86-5
$5.00 1KG 98% Henan Fengda Chemical Co., Ltd
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide pictures 2025-06-27 N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
356068-86-5
$10.00-30.00 50KG 99% 500000kg Hebei Chuanghai Biotechnology Co., Ltd
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide pictures 2025-06-20 N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
356068-86-5
1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.

N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide Spectrum

N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylaminoethyl)amide 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid N-(2-diethylaminoethyl)amide N-[2-(Diethylamino)ethyl 3-{[2-(Diethylamino)ethyl]carbamoyl}-2,4-dimethyl-5-formyl-1H-pyrrole N-[2-(Diethylamino)ethyl]-2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxamide N-[2-(DIETHYLAMINO)ETHYL]-5-FORMYL-2,4-DIMETHYL-1H 3-{[2-(Diethylamino)ethyl]carbamoyl}-2,4-dimethyl-5-formyl-1H-pyrrole, 4-{[2-(Diethylamino)ethyl]carbamoyl}-2,4-dimethyl-1H-pyrrole-2-carboxaldehyde sunitinib PI-5 Sunitinib Malate 2 -5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide N-(2-(Diethylamino) 1H-Pyrrole-3-carboxamide, N-[2-(diethylamino)ethyl]-5-formyl-2,4-dimethyl- Sunitinib Impurity 3 Sunitinib Impurity 50 Sunitinib Aldehyde Impurity N-[2-(Diethylamino)ethyl]-5-formyl- N-[2-(DIETHYLAMMINO)ETHYL]-5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXAMIDE 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-dieth... N-(2-(Diethylamino)ethyl)-5-formyl-2 Sunitinib EP Impurity-C N-(2-(Diethylamino)ethyl)-5-formy1-2,4-dimethyl-1H-pyrrole-3-carboxamide N- (2- (diethylaminoethyl) -5-formyl-2, 4-dimethyl-1h-pyrrolid-3-formamide) 356068-86-5 251356-82-6 56068-86-5 Intermediates 356068-86-5