4-Amino-3-bromo-1-methylindazole

Base Information

• Chemical Name: 4-Amino-3-bromo-1-methylindazole
• CAS No.: 1092351-47-7
• Molecular Formula: C8H8BrN3
• Molecular Weight: 226
• Hs Code.: 2933990090
• Mol file: 1092351-47-7.mol

Synonyms:4-Amino-3-bromo-1-methylindazole;3-Bromo-1-methyl-1H-indazol-4-ylamine;3-bromo-1-methyl-1H-indazol-4-amine;4-Amino-3-bromo-1-methyl-1H-indazole;3-broMo-1-Methyl-4-AMino-1H-indazole

Chemical Property of 4-Amino-3-bromo-1-methylindazole

Chemical Property:

• Boiling Point: 378.4±22.0 °C(Predicted)
• PKA: 2.51±0.10(Predicted)
• PSA: 43.84000
• Density: 1.76±0.1 g/cm3(Predicted)
• LogP: 2.49920

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-1-methyl-1H-indazol-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Amino-3-bromo-1-methylindazole

There total 2 articles about 4-Amino-3-bromo-1-methylindazole 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: 46.0%

5-bromo-4-nitro-1H-indazole (2133005-85-1) + methyl iodide (74-88-4) → 5-bromo-2-methyl-4-nitro-2H-indazole + 3-bromo-1-methyl-1H-indazol-4-amine (1092351-47-7)

Guidance literature:

5-bromo-4-nitro-1H-indazole; With hydrogenchloride; sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.166667h;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 18h;

DOI:10.1016/j.bmc.2017.07.052

Reference yield:

5-bromo-1H-indazole (53857-57-1) → 3-bromo-1-methyl-1H-indazol-4-amine (1092351-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; nitric acid / water / 1 h / 0 °C

2.1: sodium hydride; hydrogenchloride / mineral oil; N,N-dimethyl-formamide / 0.17 h

2.2: 18 h / 20 °C

With hydrogenchloride; sulfuric acid; nitric acid; sodium hydride; In water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2017.07.052

Reference yield:

3-bromo-1-methyl-1H-indazol-4-amine (1092351-47-7) → 2,3-dichloro-N-(5-methoxy-1-methyl-1H-indazol-4-yl)benzenesulfonamide

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide; tert-butyl XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / water; 1,4-dioxane / 0.5 h / 110 °C / Microwave irradiation

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h

2.2: 18 h / 20 °C

3.1: tin(ll) chloride; hydrogenchloride / water; methanol / 4 h / 20 °C

4.1: pyridine / 4 h / 20 °C

With pyridine; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; tin(ll) chloride; potassium hydroxide; tert-butyl XPhos; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2017.07.052

upstream raw materials:

5-bromo-4-nitro-1H-indazole

methyl iodide

5-bromo-1H-indazole

Refernces