ChemicalBook > CAS DataBase List > (3E)-2,3-Dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylic acid methyl ester

(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

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
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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:


  • (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