4-METHOXY-6-(1H)INDAZOLE CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 4-METHOXY-6-(1H)INDAZOLE CARBOXYLIC ACID METHYL ESTER
• CAS No.: 885521-13-1
• Molecular Formula: C10H10N2O3
• Molecular Weight: 206.19800
• Hs Code.: 2933990090

Synonyms:

Chemical Property of 4-METHOXY-6-(1H)INDAZOLE CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• PSA: 64.21000
• LogP: 1.35810

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-methoxy-1H-indazole-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-METHOXY-6-(1H)INDAZOLE CARBOXYLIC ACID METHYL ESTER

There total 5 articles about 4-METHOXY-6-(1H)INDAZOLE 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: 87.0%

6-bromo-4-methoxy-1H-indazole (885519-21-1) + carbon monoxide (201230-82-2) → methyl 4-methoxy-1H-indazole-6-carboxylate (885521-13-1)

Guidance literature:

With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; In methanol; at 80 ℃; for 24h; under 2585.81 Torr;

DOI:10.1016/j.bmcl.2012.09.082

Reference yield: 81.0%

methanol (67-56-1) + 6-bromo-4-methoxy-1H-indazole (885519-21-1) + carbon monoxide (201230-82-2) → methyl 4-methoxy-1H-indazole-6-carboxylate (885521-13-1)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; palladium dichloride; In acetonitrile; at 100 ℃; for 18h; under 30003 Torr;

DOI:10.1080/00397911.2010.547970

Reference yield:

3,5-difluorobromobenzene (461-96-1) → methyl 4-methoxy-1H-indazole-6-carboxylate (885521-13-1)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / 2 h / -70 °C

2: methanol / 3.5 h / 0 °C / Reflux

3: hydrazine hydrate / ethylene glycol / 24 h / 95 °C

4: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine / methanol / 24 h / 80 °C / 2585.81 Torr

With n-butyllithium; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; hydrazine hydrate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethylene glycol;

DOI:10.1016/j.bmcl.2012.09.082

upstream raw materials:

methanol

6-bromo-4-methoxy-1H-indazole

carbon monoxide

3,5-difluorobromobenzene

Downstream raw materials:

methyl 4-methoxy-2-methyl-2H-indazole-6-carboxylate

methyl 4-hydroxy-2-methyl-2H-indazole-6-carboxylate

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