1H-Indazole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1H-Indazole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester
• CAS No.: 882188-88-7
• Molecular Formula: C13H14N2O3
• Molecular Weight: 246.266
• Hs Code.: 2933990090
• Mol file: 882188-88-7.mol

Synonyms:1H-Indazole-1-carboxylic acid,3-formyl-,1,1-dimethyl ethyl ester;tert-Butyl 3-formyl-1H-indazole-1-carboxylate;

Chemical Property of 1H-Indazole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester

Chemical Property:

• Boiling Point: 390.3±34.0 °C(Predicted)
• PKA: -3.80±0.50(Predicted)
• PSA: 61.19000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 2.63200
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-formyl-1H-indazole-1-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indazole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl ester

There total 7 articles about 1H-Indazole-1-carboxylic acid, 3-formyl-, 1,1-dimethylethyl 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 1H-indazole-3-carboxaldehyde (5235-10-9) → tert-butyl 3-formyl-1H-indazole-1-carboxylate (882188-88-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 13h;

DOI:10.1016/j.tetlet.2007.02.042

Reference yield: 70.0%

tert-butyl 3-(hydroxymethyl)-1H-indazole-1-carboxylate (882188-87-6) → tert-butyl 3-formyl-1H-indazole-1-carboxylate (882188-88-7)

Guidance literature:

With p-iodoxybenzoic acid; In tetrahydrofuran; Heating;

DOI:10.1016/j.bmc.2005.10.022

Reference yield:

1H-Indazole-3-carboxylic acid (4498-67-3) → tert-butyl 3-formyl-1H-indazole-1-carboxylate (882188-88-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / pyridine; EDC / tetrahydrofuran / 13.5 h / 0 - 20 °C

2: 76 percent / LiAlH₄ / tetrahydrofuran / 13 h / -15 - 20 °C

3: 100 percent / triethylamine; dimethylaminopyridine / CH₂Cl₂ / 13 h / 0 - 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2007.02.042

upstream raw materials:

tert-butyl 3-(hydroxymethyl)-1H-indazole-1-carboxylate

di-tert-butyl dicarbonate

1H-indazole-3-carboxaldehyde

1H-indazole-3-carboxylic acid methoxy(methyl)amide

Downstream raw materials:

3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-vinyl)-indazole-1-carboxylic acid tert-butyl ester

1-(1H-indazol-3-yl)-2-((3-methoxyphenyl)amino)-2-phenylethanone