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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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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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
TRC
Product number
M315030
Product name
MethylOxindole-6-carboxylate
Packaging
5g
Price
$80
Updated
2021/12/16
Usbiological
Product number
455971
Product name
Methyl Oxindole-6-carboxylate
Packaging
250mg
Price
$312
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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Methyl 2-oxoindole-6-carboxylate Suppliers

BTC pharm India
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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

14192-26-8, Methyl 2-oxoindole-6-carboxylateRelated Search:


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  • 14192-26-8
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  • Intermediates
  • Intermediate of BIBF-1120 and PKI587
  • Boronic Acid
  • Heterocyclic Compounds
  • blocks
  • Carboxes
  • IndolesOxindoles
  • Indole/indoline/oxindole
  • Indole and Indoline
  • Indole
  • Indoles
  • 14192-26-8