5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide

Base Information

Chemical Name:5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide
CAS No.:1224944-82-4
Molecular Formula:C₁₈H₁₄ClN₅OS
Molecular Weight:383.861
Hs Code.:

Synonyms:5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide

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Chemical Property of 5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide

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Technology Process of 5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide

There total 12 articles about 5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide 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: 73.0%

: 1224944-47-1
5-chloropyrazolo[1,5-a]pyrimidine-3-carbonyl chloride

: 1224944-81-3
2-methyl-4-o-tolyl-thiazol-5-ylamine

: 1224944-82-4
5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Cooling with ice; Inert atmosphere;

Reference yield:

: 51725-82-7
ethyl (2-methylbenzoyl)acetate

: 1224944-82-4
5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: bromine / 1,4-dioxane / 1 h / 20 °C / Inert atmosphere

2.1: ethanol / 4 h / Reflux; Inert atmosphere

3.1: potassium hydroxide; water / methanol / 5 h / 50 °C / Inert atmosphere

3.2: pH 1 / Inert atmosphere

4.1: triethylamine; diphenyl phosphoryl azide / 4 h / 85 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 24 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

With diphenyl phosphoryl azide; water; bromine; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; potassium hydroxide; In 1,4-dioxane; methanol; ethanol; dichloromethane;

Reference yield:

: 29274-22-4
4H,5H-pyrazolo[1,5-a]pyrimidine-5-one

: 1224944-82-4
5-chloro-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (2-methyl-4-o-tolyl-thiazol-5-yl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-iodo-succinimide / N,N-dimethyl-formamide / Heating; Inert atmosphere

2.1: triethylamine / palladium diacetate / 5 h / 55 °C / Inert atmosphere

3.1: water; lithium hydroxide / 3 h / 20 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / 2 h / Reflux; Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice; Inert atmosphere

With N-iodo-succinimide; water; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hydroxide; trichlorophosphate; palladium diacetate; In dichloromethane; N,N-dimethyl-formamide;