ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate

Base Information

• Chemical Name: ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate
• CAS No.: 1350322-93-8
• Molecular Formula: C₁₃H₁₉IN₂O₂
• Molecular Weight: 362.211
• Mol file: 1350322-93-8.mol

Synonyms:ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate

Chemical Property of ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate

There total 3 articles about ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate 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:

cis-4-hydroxycyclohexanecarboxylic acid (3685-26-5,17419-81-7,3685-22-1) → ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate (1350322-93-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 2 h / 70 °C

2: triethylamine / dichloromethane / 25 °C

3: potassium carbonate; 18-crown-6 ether / N,N-dimethyl-formamide / 80 °C

With 18-crown-6 ether; sulfuric acid; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

4-iodo-3-methyl-1H-pyrazole (15802-75-2) + ethyl (1s,4s)-4-(p-tolylsulfonyloxy)cyclohexanecarboxylate (93164-43-3) → ethyl trans-4-(4-iodo-3-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate (1350322-91-6) + ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate (1350322-93-8)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; Product distribution / selectivity;

Reference yield:

ethyl (1s,4s)-4-hydroxycyclohexanecarboxylate (75877-66-6) → ethyl trans-4-(4-iodo-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate (1350322-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 25 °C

2: potassium carbonate; 18-crown-6 ether / N,N-dimethyl-formamide / 80 °C

With 18-crown-6 ether; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

ethyl (1s,4s)-4-hydroxycyclohexanecarboxylate

cis-4-hydroxycyclohexanecarboxylic acid

4-iodo-3-methyl-1H-pyrazole

ethyl (1s,4s)-4-(p-tolylsulfonyloxy)cyclohexanecarboxylate

Downstream raw materials:

trans-4-[4-(3-{(1S)-1-[2-chloro-6-(difluoromethoxy)-3-fluorophenyl]ethyl}-1H-pyrrolo[2,3-b]pyridin-5-yl)-5-methyl-1H-pyrazol-1-yl]cyclohexanecarboxamide

Trans-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)-N,N-dimethylcyclohexanecarboxamide

trans-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylic acid

ethyl trans-4-(4-{3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-5-methyl-1H-pyrazol-1-yl)cyclohexanecarboxylate