ChemicalBook > CAS DataBase List > Methyl 2-oxoindole-6-carboxylate
Methyl 2-oxoindole-6-carboxylate
- Product Name
- Methyl 2-oxoindole-6-carboxylate
- CAS No.
- 14192-26-8
- Chemical Name
- Methyl 2-oxoindole-6-carboxylate
- Synonyms
- METHYL 2-OXOINDOLINE-6-CARBOXYLATE;6-METHOXYCARBONYL-2-OXINDOLE;2-Oxindole-6-carboxylic acid methyl ester;2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID METHYL ESTER;Nintedanib Impurity 98;Nintedanib Impurity 133;Nintedanib Intermediate 3;Methyl 2-oxindole-6-carbo...;METHYL OXINDOLE-6-CARBOXYLATE;2-INDOLINONE-6-METHYLCARBOXYLATE
- CBNumber
- CB5429242
- Molecular Formula
- C10H9NO3
- Formula Weight
- 191.18
- MOL File
- 14192-26-8.mol
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Methyl 2-oxoindole-6-carboxylate Property
- Melting point:
- 184-190°C
- Boiling point:
- 388.1±42.0 °C(Predicted)
- Density
- 1.283±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 13.50±0.20(Predicted)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C10H9NO3/c1-14-10(13)7-3-2-6-5-9(12)11-8(6)4-7/h2-4H,5H2,1H3,(H,11,12)
- InChIKey
- YFTGUNWFFVDLNM-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC(C(OC)=O)=C2)CC1=O
- CAS DataBase Reference
- 14192-26-8(CAS DataBase Reference)
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Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- Hazard Note
- Irritant
- HS Code
- 2933790090
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- SYV00001
- Product name
- Methyl 2-(2-oxoindolin-6-yl)acetate
- Packaging
- 1G
- Price
- $216
- Updated
- 2025/07/31
TCI Chemical
- Product number
- M2799
- Product name
- Methyl 2-Oxoindoline-6-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $38
- Updated
- 2025/07/31
TCI Chemical
- Product number
- M2799
- Product name
- Methyl 2-Oxoindoline-6-carboxylate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $186
- Updated
- 2025/07/31
Usbiological
- Product number
- 455971
- Product name
- Methyl Oxindole-6-carboxylate
- Packaging
- 250mg
- Price
- $312
- Updated
- 2021/12/16
TRC
- Product number
- M315030
- Product name
- MethylOxindole-6-carboxylate
- Packaging
- 5g
- Price
- $80
- Updated
- 2021/12/16
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Methyl 2-oxoindole-6-carboxylate Chemical Properties,Usage,Production
Uses
Methyl Oxindole-6-carboxylate is an intermediate used to prepare BIBF 1120, an indolinone as triple angiokinase inhibitors.
Synthesis
334952-07-7
14192-26-8
General procedure for the synthesis of methyl 2-oxoindoline-6-carboxylate from methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate: 48.3 g of methyl 4-(2-methoxy-2-oxoethyl)-3-nitrobenzoate was dissolved in 800 mL of concentrated acetic acid, and 5.0 g of 10% palladium carbon catalyst was added. The reaction mixture was hydrogenated in a hydrogen atmosphere at room temperature for 2.5 hr at a reaction temperature of 50 °C and a hydrogen pressure of 50 psi. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to dryness. The residue was dissolved in 150 mL of tert-butyl methyl ether, filtered again and dried under vacuum at 100 °C. The resulting product was methyl 2-oxoindoline-6-carboxylate in a yield of 28.6 g (98% of the theoretical yield), with a thin layer chromatographic Rf value of 0.4 (silica gel plate, unfolding agent dichloromethane/methanol = 10:1) and a melting point of 208-211 °C.
References
[1] Patent: US6762180, 2004, B1. Location in patent: Page column 53
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 14, p. 4466 - 4480
[3] Journal of Labelled Compounds and Radiopharmaceuticals, 2015, vol. 58, # 7, p. 308 - 312
[4] Patent: US2015/284327, 2015, A1. Location in patent: Paragraph 0181; 0182; 0207; 0208
Methyl 2-oxoindole-6-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Methyl 2-oxoindole-6-carboxylate manufacturers
Hebei Chuanghai Biotechnology Co., Ltd
- Product
- Methyl 2-oxoindole-6-carboxylate 14192-26-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2025-03-10
Henan Aochuang Chemical Co.,Ltd.
- Product
- Methyl 2-oxoindole-6-carboxylate 14192-26-8
- 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
- methyl 2-oxoindoline-6-carboxy-late 14192-26-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2023-12-19
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