2-Methyl-2H-indazol-4-amine

Base Information

• Chemical Name: 2-Methyl-2H-indazol-4-amine
• CAS No.: 82013-51-2
• Molecular Formula: C₈H₉N₃
• Molecular Weight: 147.18
• Hs Code.: 2933998090
• European Community (EC) Number: 639-433-0
• DSSTox Substance ID: DTXSID00572530
• Nikkaji Number: J2.394.959H
• Wikidata: Q82460907
• Mol file: 82013-51-2.mol

Synonyms:2-Methyl-2H-indazol-4-amine;82013-51-2;2-Methyl-2H-indazol-4-ylamine;2-methylindazol-4-amine;4-Amino-2-methyl-2H-indazole;4-AMINO-2-METHYLINDAZOLE;MFCD09870044;2H-INDAZOL-4-AMINE, 2-METHYL-;4-amino-2-methyl-indazole;SCHEMBL913856;DTXSID00572530;RMCAMILOUFSNOR-UHFFFAOYSA-N;AKOS005258451;DS-0617;PB28070;PS-4170;SY065471;AM20050472;CS-0006093;A19611;EN300-137944;J-509925

Chemical Property of 2-Methyl-2H-indazol-4-amine

Chemical Property:

• Vapor Pressure: 3.26E-05mmHg at 25°C
• Refractive Index: 1.667
• Boiling Point: 354.8°C at 760 mmHg
• Flash Point: 168.4°C
• PSA: 43.84000
• Density: 1.27g/cm³
• LogP: 1.73670
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

98%min ^*data from raw suppliers

2-Methyl-2H-indazol-4-ylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C2C(=N1)C=CC=C2N
• Uses: 2-Methyl-2H-indazol-4-ylamine is used as a reagent in organic synthesis including that of 4-(2-imidazolin-2-ylamino-2-methylindazole-HCl which display antihypertensive activity. It is also used in the synthesis of spleen tyrosine kinase (Syk) inhibitors that display high potency in the presence of blood.

Technology Process of 2-Methyl-2H-indazol-4-amine

There total 7 articles about 2-Methyl-2H-indazol-4-amine 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%

2-methyl-4-nitro-2H-indazole (26120-44-5) → 2-methyl-4-amino-2H-indazole (82013-51-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane; at 50 ℃; under 2250.23 Torr;

Reference yield: 37.0%

2-methyl-4-nitro-2H-indazole (26120-44-5) → 4-amino-7-chloro-2-methyl-2H-indazole + 2-methyl-4-amino-2H-indazole (82013-51-2)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In methanol; Heating;

Reference yield:

nitro-4 indazole (2942-40-7) → 2-methyl-4-amino-2H-indazole (82013-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / KOH; water / 0.5 h / 75 °C

2: 85 percent / H₂ / Pd/C / methanol; CH₂Cl₂ / 50 °C / 2250.23 Torr

With potassium hydroxide; water; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

upstream raw materials:

1-methyl-1H-indazol-4-ylamine

2-methyl-4-nitro-2H-indazole

3-nitro-o-tolylamine

nitro-4 indazole

Refernces

• 1、 Miloudi, Abdellah,El Abed, Douniazed,Boyer, Gerard,Galy, Jean-Pierre. "Reduction of nitroindazoles: Preparation of new amino and chloroamino derivatives". . p. 2595 - 2605. Retrieved 2008/02/04.
• 2、 -. "AMINO-HETEROCYCLES AS VR-1 ANTAGONISTS FOR TREATING PAIN". Page 28. . Retrieved 2010/02/07.