5-N-Boc-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid

Base Information

• Chemical Name: 5-N-Boc-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid
• CAS No.: 1209492-73-8
• Molecular Formula: C12H17N3O4
• Molecular Weight: 267.285
• Mol file: 1209492-73-8.mol

Synonyms:5-N-Boc-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid;Pyrazolo[1,5-a]pyrazine-2,5(4H)-dicarboxylic acid, 6,7-dihydro-,5-(1,1-dimethylethyl) ester

Chemical Property of 5-N-Boc-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid

Chemical Property:

• PSA: 84.66000
• LogP: 1.26990

Purity/Quality:

99%, ^*data from raw suppliers

5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic Acid is used in preparation of Heteroaromatic Amide derivative for inhibiting Nav1.7.

Technology Process of 5-N-Boc-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid

There total 9 articles about 5-N-Boc-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid 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%

C13H19N3O4 (1209492-72-7) → 5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid (1209492-73-8)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 1.5h;

Reference yield:

3,5-dicarbomethoxypyrazole (4077-76-3) → 5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid (1209492-73-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

2.1: potassium hydroxide; methanol / dichloromethane / 20 °C / Inert atmosphere

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 45 °C / Inert atmosphere

3.2: 0.5 h / 0 - 20 °C

4.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.5 h / 0 - 20 °C / Inert atmosphere

6.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1.5 h / 20 °C

With methanol; water; sodium hydride; potassium carbonate; methanesulfonyl chloride; triethylamine; 1,1'-carbonyldiimidazole; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

Dimethyl-1-(2-((tert-butoxycarbonyl)amino)ethyl)-1H-pyrazole-3,5-dicarboxylate (1209492-68-1) → 5-(tert-butoxycarbonyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine-2-carboxylic acid (1209492-73-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium hydroxide; methanol / dichloromethane / 20 °C / Inert atmosphere

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.5 h / 45 °C / Inert atmosphere

2.2: 0.5 h / 0 - 20 °C

3.1: triethylamine; methanesulfonyl chloride / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.5 h / 0 - 20 °C / Inert atmosphere

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1.5 h / 20 °C

With methanol; water; sodium hydride; methanesulfonyl chloride; triethylamine; 1,1'-carbonyldiimidazole; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

3,5-pyrazoledicarboxylic acid

3,5-dicarbomethoxypyrazole

Dimethyl-1-(2-((tert-butoxycarbonyl)amino)ethyl)-1H-pyrazole-3,5-dicarboxylate

C₁₃H₁₉N₃O₆

Downstream raw materials:

C₁₉H₂₄N₄O₄

tert-butyl 2-amino-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate

C₁₄H₁₇N₅O

C₁₅H₁₈N₆O₂

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