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

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

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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

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

Kresoxim-methyl Oxindole cis-Octahydro-isoindole Methyl salicylate Tetrahydro-4H-pyran-4-one Methyl carbamate Methylparaben Methyl formate Tribenuron methyl Sodium L-pyroglutamate Methyl indole-6-carboxylate Methyl anthranilate RESMETHRIN Methyl acrylate Dehydroepiandrosterone Methyl acetate Thiophanate-methyl 1-(2,6-Dichlorophenyl)-2-hydroindole

1-Methoxy-1H-indole-6-carboxylate

Methyl 2-oxindole-6-carbo...

Methyl 2-oxoindole-6-carboxylate 6-Methoxycarbonyl-2-oxindole

methyl 2-oxo-2,3-dihydro-1H-indole-6-carboxylate

Methyl2-oxoindoline-6-carboxylate97%

1H-Indole-6-carboxylicacid, 2,3-dihydro-2-oxo-, methyl ester

Menthyl 2-oxoindole-6-carboxylate

2-OXO-6-INDOLINECARBOXYLIC ACID METHYL ESTER

2-OXO-2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID METHYL ESTER

2-INDOLINONE-6-METHYLCARBOXYLATE

6-METHOXYCARBONYL-2-OXINDOLE

METHYL 2-OXINDOLINE-6-CARBOXYLATE

METHYL 2-OXOINDOLINE-6-CARBOXYLATE

METHYL OXINDOLE-6-CARBOXYLATE

2-Oxindole-6-carboxylic acid methyl ester

Methyl 2-oxoindoline-6-carboxylate 97%

OXINDOLE-6-CARBOXYLIC ACID METHYL ESTER

Methyl-2-Dxoindline-6-carboxylate

Nintedanib Intermediate 3

Methyl 2-oxoindole-6-carboxylate

methyl 2-oxo-1,3-dihydroindole-6-carboxylate

Methyl 2-indolinone-6-carboxylate

Methyl 2-oxoindole-6-carboxylate in stock Factory

2-Oxoindoline-6-carboxylic Acid Methyl Ester

Nintedanib Impurity 133

Indole-6-carboxylate, methyl ester, 2- oxy

Methyl oxindole-6-carboxylate 97.00%

Carbamicacid,N-[2-[2-(2-bromoethoxy)ethoxy]ethyl]-,1,4-dimethylethylester

2-Oxindole-6-carboxylic acid methyl este

2-Oxo-2,3-dihydro-1H-indol-6-carboxylic acid methyl ester

METOSSI-CARBONIL-INDOLINONE - NIB-3

Nintedanib Impurity 98

2-Oxoindole-6-carboxylicacidmethylester

2,3-Dihydro-2-oxo-1H-indol-6-carboxylic acid methyl ester

14192-26-8

4192-26-8

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