N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide

Base Information

Chemical Name:N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide
CAS No.:1318757-19-5
Molecular Formula:C₁₈H₁₅ClFN₅OS
Molecular Weight:403.867
Hs Code.:

Synonyms:N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide

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Chemical Property of N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide

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Technology Process of N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide

There total 8 articles about N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-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: 52.0%

: 1318758-35-8
3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxylic acid

: 1318757-72-0
tert-butyl [2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]carbamate

: 1318757-19-5
N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide

Guidance literature:: tert-butyl [2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]carbamate; With hydrogenchloride; In ethanol; water; at 50 ℃; for 1h;

With sodium hydrogencarbonate; sodium hydroxide; In ethanol; water; at 0 ℃; pH=9 - 10;

3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl acetamide; at 0 - 60 ℃;

Reference yield:

: ethyl 3-(bromomethyl)-1-methyl-1H-pyrazole-5-carboxylate

: 1318757-19-5
N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide / 20 °C / Cooling with ice

2.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 20 °C

2.2: Cooling with ice

3.1: hydrogenchloride / ethanol; water / 1 h / 50 °C

3.2: 0 °C / pH 9 - 10

3.3: 0 - 60 °C

With hydrogenchloride; water; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; water; dimethyl sulfoxide;

Reference yield:

: 493024-39-8
1-(bromomethyl)-3-chloro-5-fluorobenzene

: 1318757-19-5
N-[2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]-3-(cyanomethyl)-1-methyl-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: benzyltri(n-butyl)ammonium chloride; acetic acid / toluene; water / 4 h / 20 °C

2.1: hydrogenchloride; O,O-Diethyl hydrogen phosphorodithioate / ethyl acetate / 20 °C

3.1: pyridine / ethanol / 72 h / 20 °C

4.1: sodium hydroxide; water / ethanol / 3 h

5.1: triethylamine; diphenyl phosphoryl azide / 2.5 h / 90 °C

6.1: hydrogenchloride / ethanol; water / 1 h / 50 °C

6.2: 0 °C / pH 9 - 10

6.3: 0 - 60 °C

With pyridine; hydrogenchloride; diphenyl phosphoryl azide; water; benzyltri(n-butyl)ammonium chloride; acetic acid; O,O-Diethyl hydrogen phosphorodithioate; triethylamine; sodium hydroxide; In ethanol; water; ethyl acetate; toluene;