(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester

Product Name: (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester
CAS No.: 1168150-46-6
Chemical Name: (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester
Synonyms: (3E)-2;Nintedanib-017;BIBF1120 Intermediate4;Nintedanib impurities3;Nintedanib Impurity 125;Nintedanib Intermediate 4;Nintedanib ethanesulfonate intermediates;oxo-1h-indole-6-carboxylic acid methyl ester;3E-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-...;methyl (E)-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
CBNumber: CB92671010
Molecular Formula: C18H15NO4
Formula Weight: 309.32
MOL File: 1168150-46-6.mol

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(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester Property

Boiling point:: 523.8±50.0 °C(Predicted)
Density: 1.273±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 10.62±0.20(Predicted)
form: Solid
color: Light Yellow

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

TRC

Product number: M322025
Product name: (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
Packaging: 100mg
Price: $110
Updated: 2021/12/16

TRC

Product number: M322025
Product name: (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
Packaging: 250mg
Price: $225
Updated: 2021/12/16

TRC

Product number: M322025
Product name: (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
Packaging: 500mg
Price: $425
Updated: 2021/12/16

TRC

Product number: M322025
Product name: (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
Packaging: 1g
Price: $795
Updated: 2021/12/16

AK Scientific

Product number: 0001AP
Product name: Methyl(3E)-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate
Packaging: 25mg
Price: $39
Updated: 2021/12/16

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(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester Chemical Properties,Usage,Production

Uses

(E)-Methyl 3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate is an intermediate of (E)-Intedanib [I666670]. It is also used as a reactant in the preparation of deuterated derivatives of Nintedanib (N478290), which is angiokinase inhibitor with antitumor activity.

Synthesis

1174335-83-1

1168150-46-6

1. Methyl (3E)-1-(2-chloroacetyl)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate (390.0 g, 1.0109 mol) was suspended in methanol (1562 mL) and heated to reflux. 2. A solution of potassium hydroxide (23.35 g, 0.35 equiv) in methanol (196.8 mL) was added slowly and the reaction was stirred for 40 minutes at reflux. 3. After the reaction is complete, the reaction mixture is cooled to 5 °C and stirring is continued for 30 min to promote product precipitation. 4. The precipitated product was collected by filtration, washed with cold methanol and subsequently dried under vacuum to afford methyl (E)-3-(methoxy(phenyl)methylene)-2-oxo dihydroindole-6-carboxylate 292.2 g in 93.5% yield.

References

[1] Patent: WO2012/68441, 2012, A2. Location in patent: Page/Page column 12; 13
[2] Patent: CN104003925, 2016, B. Location in patent: Paragraph 0161; 0163; 0178; 0179

(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester Suppliers

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Adamas Reagent, Ltd.

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Changzhou Fang Nan Medical Technology Co., Ltd.

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View Lastest Price from (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester manufacturers

Jinan Ruitong Biotech Co., Ltd.

Product: (E)-Methyl 3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate 1168150-46-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1
Release date: 2025-08-27

Henan Aochuang Chemical Co.,Ltd.

Product: (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester 1168150-46-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-30

Nanjing Fred Technology Co., Ltd

Product: (E)-methyl 3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate 1168150-46-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2023-12-19

1168150-46-6, (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl esterRelated Search:

Methyl 2-oxoindole-6-carboxylate 1-Chloro-4-(trimethoxymethyl)benzene Methyl 1-acetyl-2-oxoindoline-6-carboxylate N-methyl-N-(4-nitrophenyl)-2-(piperazin-1-yl)acetamide N-methyl-N-(4-nitrophenyl)-2-(piperazin-1-yl)acetamide BIBF 1202 (Z)-methyl 3-(((4-(methylamino)phenyl)amino)(phenyl)methylene)-2-oxoindoline-6-carboxylate Avibactam sodium Nintedanib 1-(2-chloroacetyl)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester Avibactam INT 1 BIBF-1120 2-CHLORO-N-METHYL-N-(4-NITROPHENYL)ACETAMIDE Nintedanib Ethanesulfonate Salt 1,3-DiMethyl 2-[4-(Methoxycarbonyl)-2-nitrophenyl]propanedioate N-methyl-2-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)acetamide N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 2-broMo-N-Methyl-N-(4-nitrophenyl)acetaMide

(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester

BIBF1120 Intermediate4

Nintedanib ethanesulfonate intermediates

(3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl este

methyl (E)-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate

1H-Indole-6-carboxylic acid, 2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-, methyl ester, (3E)-

Nintedanib Intermediate 4

(3E)-2

3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester

Nintedanib-017

oxo-1h-indole-6-carboxylic acid methyl ester

Nintedanib Impurity 125

3E-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-...

Nintedanib impurities3

3-[1-Methoxy-1-phenyl-meth-(E)-ylidene]-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester

Methyl (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate

1168150-46-6