4-Chloro-1-methyl-1H-indazole

Base Information

• Chemical Name: 4-Chloro-1-methyl-1H-indazole
• CAS No.: 162502-53-6
• Molecular Formula: C8H7ClN2
• Molecular Weight: 166.61
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60597906
• Nikkaji Number: J2.803.527F
• Wikidata: Q82493567
• Mol file: 162502-53-6.mol

Synonyms:4-Chloro-1-methyl-1H-indazole;162502-53-6;4-chloro-1-methylindazole;1H-Indazole, 4-chloro-1-methyl-;1H-Indazole,4-chloro-1-methyl-;SCHEMBL8537036;DTXSID60597906;MFCD09998749;AKOS015909674;TS-02244;CS-0151126;D94543;EN300-1645178;W-205904

Chemical Property of 4-Chloro-1-methyl-1H-indazole

Chemical Property:

• Vapor Pressure: 0.0111mmHg at 25°C
• Refractive Index: 1.632
• Boiling Point: 270.8 °C at 760 mmHg
• PKA: 0.06±0.30(Predicted)
• Flash Point: 117.6 °C
• PSA: 17.82000
• Density: 1.3 g/cm³
• LogP: 2.22670
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 166.0297759
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-1-methyl-1H-indazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=N1)C(=CC=C2)Cl

Technology Process of 4-Chloro-1-methyl-1H-indazole

There total 3 articles about 4-Chloro-1-methyl-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: 85.0%

4-chloro-1-methyl-1H-indazol-3-amine (959240-93-8) → 4-chloro-1-methyl-1H-indazole (162502-53-6)

Guidance literature:

With tert.-butylnitrite; In tetrahydrofuran; for 1h; Reflux;

DOI:10.1016/j.tet.2013.03.042

Reference yield: 73.0%

2-chloro-6-fluorobenzaldehyde (387-45-1) + methylhydrazine (60-34-4) → 4-chloro-1-methyl-1H-indazole (162502-53-6)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 70 ℃; for 168h;

DOI:10.1021/jo901943s

Reference yield:

2-chloro-6-fluorobenzonitrile (668-45-1) → 4-chloro-1-methyl-1H-indazole (162502-53-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / Reflux

2: tert.-butylnitrite / tetrahydrofuran / 1 h / Reflux

With tert.-butylnitrite; In tetrahydrofuran; ethanol;

DOI:10.1016/j.tet.2013.03.042

upstream raw materials:

2-chloro-6-fluorobenzaldehyde

methylhydrazine

2-chloro-6-fluorobenzonitrile

4-chloro-1-methyl-1H-indazol-3-amine

Refernces

• 1、 Yu, Su,Haight, Anthony,Kotecki, Brian,Wang, Lei,Lukin, Kirill,Hill, David R.. "Synthesis of a TRPV1 receptor antagonist". experimental part. p. 9539 - 9542. Retrieved 2010/03/03.