1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid

Base Information

• Chemical Name: 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid
• CAS No.: 1612148-83-0
• Molecular Formula: C₁₉H₁₀ClF₂N₃O₂
• Molecular Weight: 385.757

Synonyms:1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid

Chemical Property of 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid

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Technology Process of 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid

There total 4 articles about 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-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: 94.0%

methyl 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylate (1612148-74-9) → 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid (1612148-83-0)

Guidance literature:

methyl 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylate; With lithium hydroxide; In 1,4-dioxane; at 20 ℃; for 16h; Inert atmosphere;

With hydrogenchloride; In water; Inert atmosphere;

DOI:10.1021/jm5003843

Reference yield: 94.0%

→ 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid (1612148-83-0)

Guidance literature:

With water; lithium hydroxide; In 1,4-dioxane; at 20 ℃; Inert atmosphere;

Reference yield:

sodium methyl 4-(2,6-difluorophenyl)-2,4-dioxobutanoate (1612148-67-0) → 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylic acid (1612148-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; hydrogenchloride / water / Inert atmosphere; Reflux

2.1: lithium hydroxide / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With hydrogenchloride; acetic acid; lithium hydroxide; In 1,4-dioxane; water; 1.1: |Knorr Pyrazole Synthesis;

DOI:10.1021/jm5003843

upstream raw materials:

methyl 1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazole-3-carboxylate

sodium methyl 4-(2,6-difluorophenyl)-2,4-dioxobutanoate

(7-chloroquinolin-4-yl)-hydrazine hydrochloride

Downstream raw materials:

(2S)-({[1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazol-3-yl]carbonyl}amino)(cyclohexyl)ethanoic acid

tert-butyl (2S)-({[1-(7-chloroquinolin-4-yl)-5-(2,6-difluorophenyl)-1H-pyrazol-3-yl]carbonyl}-amino)(cyclohexyl)ethanoate

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