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6-Methoxy-1H-indazole

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CAS:3522-07-4
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CAS:3522-07-4
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Products Intro: Product Name:6-Methoxy-1H-indazole
CAS:3522-07-4
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6-Methoxy-1H-indazole manufacturers

  • 6-Methoxy-1H-indazole
  • 6-Methoxy-1H-indazole pictures
  • $0.00 / 25kg
  • 2025-12-01
  • CAS:3522-07-4
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 10000KGS
6-Methoxy-1H-indazole Basic information
Product Name:6-Methoxy-1H-indazole
Synonyms:6-Methoxy-1H-indazole;6-methoxyindazole;6-Methyloxy-indazole;6-Methoxy-1H-indazoL
CAS:3522-07-4
MF:C8H8N2O
MW:148.16
EINECS:
Product Categories:
Mol File:3522-07-4.mol
6-Methoxy-1H-indazole Structure
6-Methoxy-1H-indazole Chemical Properties
Melting point 97-99 °C
Boiling point 312.5±15.0 °C(Predicted)
density 1.244±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka14.29±0.40(Predicted)
AppearanceOff-white to yellow Solid
Safety Information
HS Code 2934999090
MSDS Information
6-Methoxy-1H-indazole Usage And Synthesis
Uses6-Methoxy-1H-indazole is used as a raw material for organic synthesis or as a pharmaceutical intermediate compound. It can be used to prepare other heterocyclic compounds such as 1H-Indazol-6-ol, 6-Methoxy-1H-indazol-5-amine and 6-Methoxy-5-nitro-1H-indazole.
Synthesis
2-Fluoro-4-methoxybenzaldehyde

331-64-6

6-Methoxy-1H-indazole

3522-07-4

The general procedure for the synthesis of 6-methoxy-1H-indazole from 2-fluoro-4-methoxybenzaldehyde is as follows: Preparation of intermediate 42: 2-fluoro-4-methoxybenzaldehyde (1 g, 6.5 mmol) was mixed with hydrazine (7 mL) and heated to reflux for 4 hours. After completion of the reaction, the reaction mixture was extracted with dichloromethane (3 x 75 mL). The organic layers were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate=5:1) to afford 6-methoxy-1H-indazole (Intermediate 42) (568 mg, 59% yield) as a yellow solid. Product characterization: HPLC purity 99%, retention time 2.159 min; mass spectrum (ESI) m/z 149.1 [M+H]+.

References[1] Journal of Organic Chemistry, 2006, vol. 71, # 21, p. 8166 - 8172
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 8, p. 3076 - 3080
[3] Journal of Organic Chemistry, 2009, vol. 74, # 16, p. 6331 - 6334
[4] Patent: WO2012/3418, 2012, A2. Location in patent: Page/Page column 73
[5] Patent: CN108727267, 2018, A. Location in patent: Paragraph 0106; 0107; 0108
6-Methoxy-1H-indazole Preparation Products And Raw materials
Raw materials2-Fluoro-4-methoxybenzaldehyde
Preparation Products6-Hydroxyindazole
Tag:6-Methoxy-1H-indazole(3522-07-4) Related Product Information
6-Methoxy-1H-indazole-3-carboxyaldehyde 1H-INDOLE-3-CARBONITRILE, 6-METHOXY- 6-METHOXYPYRIDINE-3-CARBOTHIOAMIDE 6-METHOXY-1H-INDAZOLE-3-CARBOXYLIC ACID 3-Cyano-6-methoxy-1H-indazole 3-Iodo-5,6-dimethoxy-1H-indazole 3-IODO-6-METHOXY-1H-INDAZOLE METHYL 5-METHOXY-1H-INDAZOLE-3-CARBOXYLATE 5-Methoxy-1H-indazole-3-carboxylic acid ,97% 3-Cyano-5-methoxy-1H-indazole,5-METHOXY-1H-INDAZOLE-3-CARBONITRILE 5-Methoxy-1H-indazole ,97% 5-Methoxy-1H-indazole-3-carboxyaldehyde,5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE, 95+% C-(6-BENZYLOXY-1H-INDAZOL-3-YL)-METHYLAMINE 6-TRIFLUOROMETHOXY-3-INDAZOLECARBOXYLIC ACID 6-BENZYLOXY-1H-INDAZOLE-3-CARBONITRILE METHYL 5,6-DIMETHOXY-1H-INDAZOLE-3-CARBOXYLATE 3-METHYL-6-METHOXY 1H-INDAZOLE 6-BENZYLOXY-1H-INDAZOLE-3-CARBOXYLIC ACID

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