(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
(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
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.
N-Bromosuccinimide Price
- Product number
- M322025
- Product name
- (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
- Packaging
- 100mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- M322025
- Product name
- (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
- Packaging
- 250mg
- Price
- $225
- Updated
- 2021/12/16
- Product number
- M322025
- Product name
- (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
- Packaging
- 500mg
- Price
- $425
- Updated
- 2021/12/16
- Product number
- M322025
- Product name
- (E)-Methyl3-(Methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
- Packaging
- 1g
- Price
- $795
- Updated
- 2021/12/16
- Product number
- 0001AP
- Product name
- Methyl(3E)-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate
- Packaging
- 25mg
- Price
- $39
- Updated
- 2021/12/16
(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
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View Lastest Price from (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester manufacturers
- 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
- 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
- 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