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

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

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

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

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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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356068-93-4