Methyl7-Methoxy-1H-indazole-6-carboxylate

Base Information

• Chemical Name: Methyl7-Methoxy-1H-indazole-6-carboxylate
• CAS No.: 907190-29-8
• Molecular Formula: C₁₀H₁₀N₂O₃
• Molecular Weight: 206.201
• Mol file: 907190-29-8.mol

Synonyms:7-methoxy-4-oxo-1,4-dihydro-1,5-naphthyridine;4-Hydroxy-7-methoxy-1,5-naphthyridine;7-methoxy-1H-indazole-6-carboxylic acid methyl ester;7-methoxyindazole-6-carboxylic acid methyl ester;

Chemical Property of Methyl7-Methoxy-1H-indazole-6-carboxylate

Chemical Property:

• Melting Point: 118-121 °C
• Boiling Point: 388.9±22.0 °C(Predicted)
• PKA: 11.76±0.40(Predicted)
• PSA: 64.21000
• Density: 1.313±0.06 g/cm3(Predicted)
• LogP: 1.35810

Purity/Quality:

97% ^*data from raw suppliers

Methyl7-methoxy-1H-indazole-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl7-Methoxy-1H-indazole-6-carboxylate

There total 4 articles about Methyl7-Methoxy-1H-indazole-6-carboxylate 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: 74.0%

3-amino-2-methoxy-4-methylbenzoic acid methyl ester (907190-26-5) → 7-methoxyindazole-6-carboxylic acid methyl ester (907190-29-8)

Guidance literature:

With acetic acid; isopentyl nitrite; for 1.5h;

DOI:10.1021/jm060408s

Reference yield:

5-chloro-2-methoxy-4-methyl-3-nitrobenzoic acid methyl ester (907190-25-4) → 7-methoxyindazole-6-carboxylic acid methyl ester (907190-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃N; H₂ / Pd(OH)2/C / ethanol / 8 h / 20 °C / 2585.74 Torr

2: 74 percent / i-amylnitrite; AcOH / 1.5 h

With hydrogen; acetic acid; triethylamine; isopentyl nitrite; palladium dihydroxide; In ethanol;

DOI:10.1021/jm060408s

Reference yield:

methyl 4-methyl-2-methoxybenzoate (81245-24-1) → 7-methoxyindazole-6-carboxylic acid methyl ester (907190-29-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NCS / dimethylformamide / 72 h / 20 °C

2: 18.45 g / HNO₃; AcOH; Ac₂O / 18 h / 20 °C

3: 98 percent / Et₃N; H₂ / Pd(OH)2/C / ethanol / 8 h / 20 °C / 2585.74 Torr

4: 74 percent / i-amylnitrite; AcOH / 1.5 h

With N-chloro-succinimide; hydrogen; nitric acid; acetic anhydride; acetic acid; triethylamine; isopentyl nitrite; palladium dihydroxide; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm060408s

upstream raw materials:

3-amino-2-methoxy-4-methylbenzoic acid methyl ester

5-chloro-2-methoxy-4-methyl-3-nitrobenzoic acid methyl ester

methyl 4-methyl-2-methoxybenzoate

5-chloro-2-methoxy-4-methyl-benzoic acid methyl ester

Downstream raw materials:

7-hydroxyindazole-6-carboxylic acid