ChemicalBook > CAS DataBase List > N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

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

Product Name
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
Formula Weight
265.35
MOL File
356068-86-5.mol
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N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide Property

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
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H304May be fatal if swallowed and enters airways

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H336May cause drowsiness or dizziness

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P331Do NOT induce vomiting.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P391Collect spillage. Hazardous to the aquatic environment

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
D473853
Product name
N-[2-(Diethylamino)ethyl]-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Packaging
50g
Price
$520
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD151493
Product name
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Packaging
50mg
Price
$704
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0078584
Product name
N-(2-(DIETHYLAMINO)ETHYL)-5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXAMIDE
Purity
95.00%
Packaging
5G
Price
$909.56
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0078584
Product name
N-(2-(DIETHYLAMINO)ETHYL)-5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXAMIDE
Purity
95.00%
Packaging
10G
Price
$1334.03
Updated
2021/12/16
AK Scientific
Product number
J50708
Product name
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Packaging
25g
Price
$151
Updated
2021/12/16
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N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide Chemical Properties,Usage,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

253870-02-9

616-40-0

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

Raw materials

Preparation Products

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View Lastest Price from N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5
Price
US $30.00-10.00/KG
Min. Order
50KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-24
Hebei Yanxi Chemical Co., Ltd.
Product
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-11-20
Career Henan Chemica Co
Product
N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide 356068-86-5
Price
US $0.37/KG
Min. Order
1KG
Purity
99%
Supply Ability
10kg/100kg
Release date
2020-11-09

356068-86-5, N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamideRelated Search:

N-ethyl-pyrrolidone N-(2-Hydroxyethyl)-2-pyrrolidone N-[2-(DiethylaMino)ethyl]-2,4-diMethyl-1H-pyrrole-3-CarboxaMide De-5-fluoro 4-FluorochidaMide 2,4-DIMETHYL PYRROL-3-CARBALDEHYDE Ethyl 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylate 5-Fluoro-2-oxindole Pyrrole-2,4-dicarboxaldehyde, 3,5-dimethyl- (6CI,7CI,8CI) Sunitinib iMpurity Sunitinib Malate Ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate N-Desethyl Sunitinib 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (Z)-5-((5-fluoro-2-oxoindolin-3-ylidene)Methyl)-2,4-diMethyl-1H-pyrrole-3-carboxaMide Sunitinib Impurity 7 Sunitinib Impurity 2 Sunitinib Impurity 9 Sunitinib Impurity 1

  • 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
  • 356068-86-5
  • 251356-82-6
  • 56068-86-5
  • Intermediates
  • 356068-86-5