6-Methoxy-1H-indazole

Base Information

• Chemical Name: 6-Methoxy-1H-indazole
• CAS No.: 3522-07-4
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2934999090
• ChEMBL ID: CHEMBL15981
• DSSTox Substance ID: DTXSID70505279
• Nikkaji Number: J1.536.252I
• Wikidata: Q72490008
• Mol file: 3522-07-4.mol

Synonyms:6-Methoxy-1H-indazole;3522-07-4;6-Methoxyindazole;MFCD09261132;1H-Indazole, 6-methoxy-;6-methoxy indazole;CHEMBL15981;SCHEMBL252796;SCHEMBL18003766;DTXSID70505279;CYEQSOYROKGJDA-UHFFFAOYSA-N;BCP26882;CS-D1536;AKOS005146424;GS-3559;PB23628;AC-29343;SY004109;AM20050455;FT-0647753;A15029;EN300-127652;W-204274

Chemical Property of 6-Methoxy-1H-indazole

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 97-99 °C
• Refractive Index: 1.647
• Boiling Point: 312.497 °C at 760 mmHg
• PKA: 14.29±0.40(Predicted)
• Flash Point: 114.568 °C
• PSA: 37.91000
• Density: 1.244 g/cm³
• LogP: 1.57150
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Methoxy-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=NN2

Technology Process of 6-Methoxy-1H-indazole

There total 13 articles about 6-Methoxy-1H-indazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

1H-indazol-6-ol (23244-88-4) + methyl iodide (74-88-4) → 6-methoxy-1H-indazole (3522-07-4)

Guidance literature:

With sodium carbonate; In acetone; at 20 ℃; for 6h;

DOI:10.1021/jm901827x

Reference yield: 77.0%

7-fluoro-6-methoxy-1H-indazole → 6-methoxy-1H-indazole (3522-07-4)

Guidance literature:

With 2-methyl-propan-1-ol; methanesulfonato(2-dicyclohexylphosphino -2’,6’-di-i-propoxy-1,1‘-biphenyl)(2’-amino-1,1’-biphenyl-2-yl)palladium(II); sodium tert-pentoxide; In toluene; at 80 ℃; for 48h; Reagent/catalyst; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00889

Reference yield: 73.0%

C12H18N2OS → 6-methoxy-1H-indazole (3522-07-4)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; Ambient temperature;

upstream raw materials:

1H-indazol-6-ol

dimethyl sulfate

1-(6-Methoxy-indazol-1-yl)-ethanone

2-fluoro-4-methoxy-benzaldehyde

Downstream raw materials:

6-methoxy-2-(4-methoxybenzyl)-2H-indazole

6-methoxy-1-(4-methoxybenzyl)-1H-indazole

3-iodo-6-methoxy-1-methyl-1H-indazole

6-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butoxy)-1H-indazole

Refernces

• 1、 Rekowski, Szymon P.,Kroener, Bettina K.,Kathuria, Deepika,Wani, Aabid A.,Chourasiya, Sumit S.,Conrad, Jürgen,Bharatam, Prasad V.,Frey, Wolfgang,Beifuss, Uwe. "A novel copper-catalyzed, hydrazine-free synthesis of N-1 unsubstituted 1H-indazoles using stable guanylhydrazone salts as substrates". . . Retrieved 2021/06/12.
• 2、 -. "HURAT1 (human urate anion transporter 1) inhibitors and application thereof". Paragraph 0106; 0107; 0108. . Retrieved 2018/11/22.