ChemicalBook > CAS DataBase List > 5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

Product Name
5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
CAS No.
356068-93-4
Chemical Name
5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
Synonyms
Malate Sunitinib Impurities A;Des-N-(2-Diethylaminoethyl)amide Sunitinib Acid;5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl...;Cefatrizine Propylene Glycol Impurity 1(Cefatrizine Propylene Glycol EP Impurity A);(Z)-5-[(5-Fluoro-2-oxoindolin-3-ylidene)methyl]-2,4-dimethylpyrrole-3-carboxylic Acid;(Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrol-3-carboxylic acid;(Z)-5-((5-fluoro-2-oxoindolin-3-ylidene)Methyl)-2,4-diMethyl-1H-pyrrole-3-carboxylic acid;5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid;5-((z)-(5-fluoro-2-oxindolin-3-ylidine)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid;(3Z)-3-[(3,5-Dimethyl-4-carboxy-1H-pyrrol-2-yl)methylidene]-5-fluoro-1,3-dihydro-2H-indol-2-on
CBNumber
CB91503983
Molecular Formula
C16H13FN2O3
Formula Weight
300.28
MOL File
356068-93-4.mol
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5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Property

Melting point:
320 °C (decomp)
Boiling point:
588.4±50.0 °C(Predicted)
Density 
1.454±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Aqueous Base (Slightly, Heated), DMSO (Slightly, Heated)
form 
Solid
pka
5.79±0.50(Predicted)
color 
Dark Orange
InChI
InChI=1S/C16H13FN2O3/c1-7-13(18-8(2)14(7)16(21)22)6-11-10-5-9(17)3-4-12(10)19-15(11)20/h3-6,18H,1-2H3,(H,19,20)(H,21,22)/b11-6-
InChIKey
RBHBOUYXUXWCNJ-WDZFZDKYSA-N
SMILES
N1C(/C=C2/C3=C(NC/2=O)C=CC(F)=C3)=C(C)C(C(O)=O)=C1C
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

AK Scientific
Product number
Y6605
Product name
5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylicacid
Packaging
250mg
Price
$139
Updated
2021/12/16
ChemScene
Product number
CS-M1922
Product name
(Z)-5-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylicacid
Packaging
1g
Price
$173
Updated
2021/12/16
ChemScene
Product number
CS-M1922
Product name
(Z)-5-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylicacid
Packaging
5g
Price
$583
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0415789
Product name
5-((Z)-(5-FLUORO-2-OXOINDOLIN-3-YLIDENE)METHYL)-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID
Purity
95.00%
Packaging
1G
Price
$768.08
Updated
2021/12/16
ChemScene
Product number
CS-M1922
Product name
(Z)-5-((5-fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylicacid
Packaging
10g
Price
$828
Updated
2021/12/16
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5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Chemical Properties,Usage,Production

Chemical Properties

Brown crystals

Uses

Des-N-(2-Diethylaminoethyl)amide Sunitinib Acid is an impurity of Sunitinib (S819995), a multi-kinase inhibitor targeting several receptor tyrosine kinases (RTK). Antineoplastic.

Synthesis

253870-02-9

56341-41-4

356068-93-4

Ammonium sulfate ((NH4)2SO4, 0.09 g, 0.67 mmol) was added to hexamethyldisilazane (HMDS, 20 mL) as 2,4-dimethyl-5-formyl-1H-pyrrole-3-carboxylic acid (8, 1.0 g, 6.61 mmol) and 5-fluoroindol-2-one (14, 1.1 g, 3.77 mmol) at room temperature in a stirred mixture. Subsequently, the reaction mixture was heated to reflux and maintained at this temperature for at least 5 h. The reaction process was monitored by gas chromatography (GC). Upon completion of the reaction, 5-fluoroindol-2-one (14) and trimethylsilyl trifluoromethanesulfonate (TMSOTf, 0.29 g, 1.32 mmol) were added. Stirring of the mixture was continued until high performance liquid chromatography (HPLC) analysis showed that the reaction was complete. The reaction mixture was quenched with water (6 mL) and acetonitrile (MeCN, 30 mL), filtered and the filter cake was washed sequentially with acetonitrile (20 mL) and ethanol (EtOH, 5 mL). Finally, the product was dried under vacuum at 40 °C overnight to afford the target compound 5-((Z)-(5-fluoro-2-oxoindolidine-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (15, 1.92 g, 97% yield) as a yellow to brown powder with an HPLC purity of about 82.1%.

References

[1] Patent: US2013/190512, 2013, A1. Location in patent: Paragraph 0088
[2] Patent: WO2007/81560, 2007, A2. Location in patent: Page/Page column 6
[3] Patent: WO2006/127961, 2006, A1. Location in patent: Page/Page column 15-16
[4] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 34
[5] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 12; 13

5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid 356068-93-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-09-29
Career Henan Chemical Co
Product
5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid 356068-93-4
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
100KG
Release date
2018-12-22

356068-93-4, 5-((Z)-(5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acidRelated Search:


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  • (Z)-5-((5-fluoro-2-oxoindolin-3-ylidene)Methyl)-2,4-diMethyl-1H-pyrrole-3-carboxylic acid
  • (3Z)-3-[(3,5-DiMethyl-4-carboxy-1H-pyrrol-2-yl)Methylidene]-5-fluoro-1,3-dihydro-2H-indol-2-one
  • (3Z)-3-[(3,5-Dimethyl-4-carboxy-1H-pyrrol-2-yl)methylidene]-5-fluoro-1,3-dihydro-2H-indol-2-on
  • Des-N-(2-Diethylaminoethyl)amide Sunitinib Acid
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  • 5-[(Z)(5-Fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
  • Cefatrizine Propylene Glycol Impurity 1(Cefatrizine Propylene Glycol EP Impurity A)
  • 5-((z)-(5-fluoro-2-oxindolin-3-ylidine)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid
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  • 356068-93-4