3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Base Information

• Chemical Name: 3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide
• CAS No.: 1286232-26-5
• Molecular Formula: C₂₁H₂₂ClN₅O₃
• Molecular Weight: 427.89
• Mol file: 1286232-26-5.mol

Synonyms:3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Chemical Property of 3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

There total 7 articles about 3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide 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%

3-(3-chloro-5-methoxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide (1286232-11-8) → 3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide (1286232-26-5)

Guidance literature:

With boron dimethyl-trifluoro sulphide; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1002/ardp.201000057

Reference yield:

4-[3-(3-chloro-5-methoxyphenyl)-1H-pyrazol-4-yl]pyridine (950525-42-5) → 3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide (1286232-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / 0 °C

1.2: 1 h / 20 °C

2.1: boron dimethyl-trifluoro sulphide / dichloromethane / 48 h / 20 °C / Inert atmosphere

With boron dimethyl-trifluoro sulphide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ardp.201000057

Reference yield:

1-(3-chloro-5-methoxyphenyl)-2-(pyridin-4-yl)ethanone (950525-41-4) → 3-(3-chloro-5-hydroxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide (1286232-26-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 18 h / 20 °C

2.1: hydrazine hydrate / ethanol / 20 °C

3.1: triethylamine / tetrahydrofuran / 0 °C

3.2: 1 h / 20 °C

4.1: boron dimethyl-trifluoro sulphide / dichloromethane / 48 h / 20 °C / Inert atmosphere

With boron dimethyl-trifluoro sulphide; hydrazine hydrate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/ardp.201000057

upstream raw materials:

3-(3-chloro-5-methoxyphenyl)-N-(2-morpholinoethyl)-4-(pyridin-4-yl)-1H-pyrazole-1-carboxamide

1-(3-chloro-5-methoxyphenyl)-2-(pyridin-4-yl)ethanone

4-[3-(3-chloro-5-methoxyphenyl)-1H-pyrazol-4-yl]pyridine

3,5-dichlorobenzoic acid