N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide

Base Information

Chemical Name:N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide
CAS No.:1189140-16-6
Molecular Formula:C₁₉H₁₆ClN₅O₂
Molecular Weight:381.821
Hs Code.:

Synonyms:N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide

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Chemical Property of N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide

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Technology Process of N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide

There total 8 articles about N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide 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: 70.0%

: 1189140-11-1
4-{4-[(5-aminopyridin-2-yl)oxy]-3,5-dimethyl-1H-pyrazol-1-yl}-2-chlorobenzonitrile

: 108-24-7
acetic anhydride

: 1189140-16-6
N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide

Guidance literature:: With pyridine; at 0 - 20 ℃; for 17.5h;
DOI:10.1016/j.bmc.2012.02.005

Reference yield:

: 67-51-6
3,5-dimethyl-1H-pyrazole

: 1189140-16-6
N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 5 °C

1.2: 1 h / 0 °C

2.1: trichlorophosphate / 0.25 h / 0 °C

2.2: 21 h / 80 °C

2.3: 0 °C

3.1: 3-chloro-benzenecarboperoxoic acid / acetonitrile / 16 h / 20 °C

3.2: 1 h / 20 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 100 °C

5.1: hydrogenchloride; acetic acid; zinc / tetrahydrofuran; water / 4 h / 20 °C

6.1: pyridine / 17.5 h / 0 - 20 °C

With pyridine; hydrogenchloride; sodium hydride; caesium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc; trichlorophosphate; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.bmc.2012.02.005

Reference yield:

: 4487-59-6
2-bromo-5-nitropyridine

: 1189140-16-6
N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate / N,N-dimethyl-formamide / 3 h / 100 °C

2: hydrogenchloride; acetic acid; zinc / tetrahydrofuran; water / 4 h / 20 °C

3: pyridine / 17.5 h / 0 - 20 °C

With pyridine; hydrogenchloride; caesium carbonate; acetic acid; zinc; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.02.005