ChemicalBook--->CAS DataBase List--->1031417-77-2

1031417-77-2

1031417-77-2 Structure

1031417-77-2 Structure
IdentificationBack Directory
[Name]

1-Methylindazole-6-carboxylic acid
[CAS]

1031417-77-2
[Synonyms]

1-Methylindazole-6-carboxylic acid
1-Methyl-1H-indazol-6-carboxylic acid
1H-Indazole-6-carboxylic acid, 1-methyl-
[Molecular Formula]

C9H8N2O2
[MDL Number]

MFCD11043008
[MOL File]

1031417-77-2.mol
[Molecular Weight]

176.17
Chemical PropertiesBack Directory
[Boiling point ]

383.7±15.0 °C(Predicted)
[density ]

1.35±0.1 g/cm3(Predicted)
[storage temp. ]

Store at room temperature
[pka]

4.10±0.30(Predicted)
[Appearance]

Off-white to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1-Methylindazole-6-carboxylic acid(1031417-77-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methyl 1-methylindazole-6-carboxylate

1007219-73-9

Iodomethane

74-88-4

1-Methylindazole-6-carboxylic acid

1031417-77-2

General procedure for the synthesis of 1-methyl-1H-indazole-6-carboxylic acid from methyl 1-methyl-1H-indazole-6-carboxylate and iodomethane: 1H-indazole-6-carboxylic acid methyl ester was prepared with reference to the methodology reported in J. Med. Chem. 2000,43(1),41-58 (Example 12b, p. 49). Subsequently, methyl 1-methyl-1H-indazole-6-carboxylate was obtained in 43% yield under standard alkylation conditions (using sodium hexamethyldisilamate as base, THF as solvent, and iodomethane as alkylation reagent, and refluxing the reaction mixture). Finally, the above esters were treated under standard saponification conditions (1N NaOH aqueous solution) to obtain the target product 1-methyl-1H-indazole-6-carboxylic acid in 96% yield.

[References]

[1] Patent: WO2008/65508, 2008, A1. Location in patent: Page/Page column 34
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