tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate
CAS No.:1438897-32-5
Molecular Formula:C₂₀H₁₇BrCl₂N₄O₃
Molecular Weight:512.19
Hs Code.:

Synonyms:tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate

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Chemical Property of tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate

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Technology Process of tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate

There total 10 articles about tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate 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: 75.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1438897-31-4
N-(2-bromopyridin-4-yl)-2,6-dichloro-4-(1H-pyrazol-4-yl)benzamide

: 1438897-32-5
tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jm400266t

Reference yield:

: 1098619-84-1
trifluoro-methanesulfonic acid 4-tert-butoxycarbonylamino-2,6-dichloro-phenyl ester

: 1438897-32-5
tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1.1: palladium diacetate; triethylamine; 1,3-bis-(diphenylphosphino)propane / N,N-dimethyl-formamide / 7600.51 Torr

2.1: sulfuric acid / ethyl acetate / 2 h / 20 °C

3.1: hydrogenchloride; sodium nitrite / water / 0.5 h / -5 - 0 °C

3.2: 20 °C

4.1: pyridine; lithium iodide / water / 30 h / 130 °C

5.1: thionyl chloride / Reflux; Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

6.2: 12 h / 0 - 25 °C / Inert atmosphere

7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; acetonitrile / 1 h / 160 °C / Microwave irradiation

8.1: sodium hydroxide / tetrahydrofuran / 20 °C

With pyridine; hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; thionyl chloride; sulfuric acid; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; sodium hydride; caesium carbonate; triethylamine; sodium hydroxide; lithium iodide; sodium nitrite; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jm400266t

Reference yield:

: 232275-49-9
methyl 4-amino-2,6-dichlorobenzoate

: 1438897-32-5
tert-butyl 4-(4-(2-bromopyridin-4-ylcarbamoyl)-3,5-dichlorophenyl)-1H-pyrazole-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / -5 - 0 °C

1.2: 20 °C

2.1: pyridine; lithium iodide / water / 30 h / 130 °C

3.1: thionyl chloride / Reflux; Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

4.2: 12 h / 0 - 25 °C / Inert atmosphere

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; acetonitrile / 1 h / 160 °C / Microwave irradiation

6.1: sodium hydroxide / tetrahydrofuran / 20 °C

With pyridine; hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; thionyl chloride; sodium hydride; caesium carbonate; sodium hydroxide; lithium iodide; sodium nitrite; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jm400266t