1H-Indazole-6-carboxylic acid, 3-formyl-, methyl ester

Base Information

• Chemical Name: 1H-Indazole-6-carboxylic acid, 3-formyl-, methyl ester
• CAS No.: 885518-86-5
• Molecular Formula: C10H8N2O3
• Molecular Weight: 204.18200
• Hs Code.: 2933990090
• Mol file: 885518-86-5.mol

Synonyms:3-Formyl-6-indazolecarboxylic acid methyl ester;Methyl 3-formyl-1H-indazole-6-carboxylate;

Chemical Property of 1H-Indazole-6-carboxylic acid, 3-formyl-, methyl ester

Chemical Property:

• Boiling Point: 419.4±25.0 °C(Predicted)
• PKA: 10.47±0.40(Predicted)
• PSA: 72.05000
• Density: 1.411±0.06 g/cm3(Predicted)
• LogP: 1.16200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

3-Formyl-6-indazolecarboxylicAcidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indazole-6-carboxylic acid, 3-formyl-, methyl ester

There total 1 articles about 1H-Indazole-6-carboxylic acid, 3-formyl-, 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: 55.0%

indole-6-carboxylic acid methyl ester (50820-65-0) → methyl 3-formyl-1H-indazole-6-carboxylate (885518-86-5)

Guidance literature:

With hydrogenchloride; sodium nitrite; In tetrahydrofuran; water; at 0 - 20 ℃; for 3h;

Reference yield:

methyl 3-formyl-1H-indazole-6-carboxylate (885518-86-5) → methyl-1-(5-(2-fluoro-5-methylphenyl)pyrimidin-2-yl)-3-(1-hydroxyethyl)-1H-indazole-6-carboxylate

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; diethyl ether / 2 h / 0 - 20 °C

2: potassium carbonate / dimethyl sulfoxide / 8 h / 70 °C

3: potassium carbonate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / water; tert-Amyl alcohol / 16 h / 100 °C / Inert atmosphere

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); potassium carbonate; In tetrahydrofuran; tert-Amyl alcohol; diethyl ether; water; dimethyl sulfoxide; 1: |Grignard Reaction / 3: |Suzuki Coupling;

Reference yield:

methyl 3-formyl-1H-indazole-6-carboxylate (885518-86-5) → 1-(5-(2-fluoro-5-methylphenyl)pyrimidin-2-yl)-3-(1-hydroxyethyl)-1H-indazole-6-carboxylic acid

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran; diethyl ether / 2 h / 0 - 20 °C

2: potassium carbonate / dimethyl sulfoxide / 8 h / 70 °C

3: potassium carbonate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II) / water; tert-Amyl alcohol / 16 h / 100 °C / Inert atmosphere

4: water; lithium hydroxide monohydrate / tetrahydrofuran / 16 h / 20 °C

With lithium hydroxide monohydrate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); water; potassium carbonate; In tetrahydrofuran; tert-Amyl alcohol; diethyl ether; water; dimethyl sulfoxide; 1: |Grignard Reaction / 3: |Suzuki Coupling;

upstream raw materials:

indole-6-carboxylic acid methyl ester

Refernces