5-Amino-1H-indazole-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 5-Amino-1H-indazole-3-carboxylic acid methyl ester
• CAS No.: 660411-95-0
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.19
• Hs Code.: 2933990090
• Mol file: 660411-95-0.mol

Synonyms:5-Amino-1H-indazole-3-carboxylicacid methyl ester;

Chemical Property of 5-Amino-1H-indazole-3-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.706
• Boiling Point: 432.24 °C at 760 mmHg
• PKA: 12.45±0.40(Predicted)
• Flash Point: 215.211 °C
• PSA: 81.00000
• Density: 1.413 g/cm³
• LogP: 1.51290
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-1h-indazole-3-carboxylicacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Amino-1H-indazole-3-carboxylic acid methyl ester

There total 1 articles about 5-Amino-1H-indazole-3-carboxylic acid methyl ester 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:

7-nitro-1H-indazole-3-carboxylic acid methyl ester (1360893-27-1) + methyl 5-nitro-1H-indazole-3-carboxylate (78155-75-6) → methyl 5-amino-1H-indazole-3-carboxylate (660411-95-0) + 7-amino-1H-indazole-3-carboxylic acid methyl ester (660823-37-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 3h;

Reference yield: 73.0%

methyl 5-amino-1H-indazole-3-carboxylate (660411-95-0) + 2-hydroxy-3-(4-isopropylthiazol-2-yl)benzaldehyde → methyl 5-((2-hydroxy-3-(4-isopropylthiazol-2-yl)benzyl)amino)-1H-indazole-3-carboxylate

Guidance literature:

methyl 5-amino-1H-indazole-3-carboxylate; 2-hydroxy-3-(4-isopropylthiazol-2-yl)benzaldehyde; With acetic acid; In methanol; at 20 ℃; for 0.5h;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 3h;

Reference yield: 70.0%

methyl 5-amino-1H-indazole-3-carboxylate (660411-95-0) + 3-(3-(dimethylamino)-1,2,4-oxadiazol-5-yl)-2-hydroxybenzaldehyde → methyl 5-((3-(3-(dimethylamino)-1,2,4-oxadiazol-5-yl)-2-hydroxybenzyl)amino)-1H-indazole-3-carboxylate

Guidance literature:

methyl 5-amino-1H-indazole-3-carboxylate; 3-(3-(dimethylamino)-1,2,4-oxadiazol-5-yl)-2-hydroxybenzaldehyde; With acetic acid; In methanol; at 20 ℃; for 2h;

With sodium cyanoborohydride; In methanol; at 20 ℃;

DOI:10.1021/acs.jmedchem.0c02271

upstream raw materials:

7-nitro-1H-indazole-3-carboxylic acid methyl ester

methyl 5-nitro-1H-indazole-3-carboxylate

Downstream raw materials:

methyl 5-((4-((4-(3-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)ureido)naphthalen-1-yl)oxy)pyrimidin-2-yl)amino)-1H-indazole-3-carboxylate

5-((4-((4-(3-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)ureido)naphthalen-1-yl)oxy)pyrimidin-2-yl)amino)-1H-indazole-3-carboxylic acid

5-((4-((4-(3-(3-(tert-butyl)-1-(p-tolyl)-1H-pyrazol-5-yl)ureido)naphthalen-1-yl)oxy)pyrimidin-2-yl)amino)-N-(2-morpholinoethyl)-1H-indazole-3-carboxamide

Refernces

• 1、 -. "1H-INDAZOLE-3-CARBOXAMIDE COMPOUNDS AS CYCLIN DEPENDENT KINASES (CDK) INHIBITORS". Page 70-71. . Retrieved 2010/02/06.