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6-Methoxy-3-methyl-1H-indazole

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6-Methoxy-3-methyl-1H-indazole Basic information
Product Name:6-Methoxy-3-methyl-1H-indazole
Synonyms:3-METHYL-6-METHOXY 1H-INDAZOLE;1H-Indazole, 6-methoxy-3-methyl-;6-Methoxy-3-methylindazole;6-Methoxy-3-methyl-1H-indazole
CAS:7746-29-4
MF:C9H10N2O
MW:162.19
EINECS:
Product Categories:
Mol File:7746-29-4.mol
6-Methoxy-3-methyl-1H-indazole Structure
6-Methoxy-3-methyl-1H-indazole Chemical Properties
Melting point 168-169 °C
Boiling point 323.0±22.0 °C(Predicted)
density 1.198±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka14.68±0.40(Predicted)
Safety Information
HS Code 2933998090
MSDS Information
6-Methoxy-3-methyl-1H-indazole Usage And Synthesis
Uses6-Methoxy-3-methyl-1H-indazole is a pharmaceutical intermediate compound that is used in the preparation of EGFR inhibitors.
Synthesis
2-Fluoro-4-methoxyacetophenone

74457-86-6

6-METHOXY-3-METHYL-1H-INDAZOLE

7746-29-4

General procedure for the synthesis of 6-methoxy-3-methyl-1H-indazole from 2-fluoro-4-methoxyacetophenone: 1-(2-fluoro-4-methoxyphenyl)ethan-1-one (2 g, 11.9 mmol) was dissolved in a mixture of 5 mL of hydrazine hydrate (85%) and N-methylpyrrolidone (NMP, 15 mL). The reaction mixture was stirred at 120°C for 24 hours. After completion of the reaction, the product was purified by column chromatography to afford 6-methoxy-3-methyl-1H-indazole (1.5 g, 78% yield).

References[1] Patent: WO2016/8590, 2016, A1. Location in patent: Page/Page column 50
[2] Patent: EP3205650, 2017, A1. Location in patent: Paragraph 0106; 0365; 0366
[3] Patent: US6956036, 2005, B1
[4] Patent: US6552062, 2003, B1
[5] Patent: WO2009/144554, 2009, A1. Location in patent: Page/Page column 49-50
6-Methoxy-3-methyl-1H-indazole Preparation Products And Raw materials
Raw materials2-Fluoro-4-methoxyacetophenone-->N-Methyl-2-pyrrolidone-->Hydrazine hydrate
Preparation Products6-Hydroxy-3-methylindazole
Tag:6-Methoxy-3-methyl-1H-indazole(7746-29-4) Related Product Information
6-Methoxy-1H-indazole-3-carboxylic acid 6-Methoxy-1H-indazole-3-carbonitrile 6-Methoxy-1H-indazole-3-carbaldehyde 6-Methoxy-1H-indazole 6-Methoxy-4-methyl-3-(1H)indazole carboxaldehyde 6-Benzyloxy-1H-indazole-3-carbonitrile 6-BENZYLOXY-1H-INDAZOLE-3-CARBOXYLIC ACID 6-Trifluoromethoxy-3-indazolecarboxylic acid 6-Benzyloxy-1H-indazole-3-carbaldehyde 6-Methoxy-3-methyl-1H-indazole 5,6-Dimethoxy-1H-indazole-3-carboxylic acid 6-Methoxy-1H-indazol-3-yl-methylamine C-(6-Benzyloxy-1H-indazol-3-yl)-methylamine 6-Methoxy-1H-indazole-3-carboxylic acid ethyl ester 5,6-Dimethoxy-1H-indazole-3-carbonitrile Methyl 6-methoxy-1H-indazole-3-carboxylate Methyl 5,6-dimethoxy-1H-indazole-3-carboxylate Ethyl 5,6-dimethoxy-1H-indazole-3-carboxylate