N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)-2,2-dimethylpropanamide

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Chemical Name:N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)-2,2-dimethylpropanamide
CAS No.:1189140-18-8
Molecular Formula:C₂₂H₂₂ClN₅O₂
Molecular Weight:423.902
Hs Code.:

Synonyms:N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)-2,2-dimethylpropanamide

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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)-2,2-dimethylpropanamide

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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)-2,2-dimethylpropanamide

There total 8 articles about N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)-2,2-dimethylpropanamide 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: 92.0%

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

: 3282-30-2
pivaloyl chloride

: 1189140-18-8
N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)-2,2-dimethylpropanamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1016/j.bmc.2012.02.005

Reference yield:

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

: 1189140-18-8
N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)-2,2-dimethylpropanamide

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: triethylamine / tetrahydrofuran / 2 h / 0 °C

With hydrogenchloride; sodium hydride; caesium carbonate; acetic acid; triethylamine; 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

: 1189140-18-8
N-(6-{[1-(3-chloro-4-cyanophenyl)-3,5-dimethyl-1H-pyrazol-4-yl]oxy}pyridin-3-yl)-2,2-dimethylpropanamide

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: triethylamine / tetrahydrofuran / 2 h / 0 °C

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