tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate
CAS No.:1394930-35-8
Molecular Formula:C₂₇H₃₁Cl₂FN₆O₃
Molecular Weight:577.486
Hs Code.:

Synonyms:tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

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Technology Process of tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

There total 11 articles about tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-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:

: 877399-50-3
4-(4-bromo-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester

: 1394930-35-8
tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 10 h / 80 °C / Inert atmosphere

2: potassium fluoride dihydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; 1,2-dimethoxyethane / 0.83 h / 110 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium fluoride dihydrate; potassium acetate; In 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; 1: |Miyaura Borylation Reaction / 2: |Suzuki Coupling;
DOI:10.1016/j.bmc.2013.07.032

Reference yield:

: 877399-74-1
tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate

: 1394930-32-5
2-amino-5-bromo-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]pyridine-3-carboxamide

: 1394930-35-8
tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; In 1,2-dimethoxyethane; ethanol; water; at 110 ℃; for 0.833333h; Microwave irradiation;
DOI:10.1016/j.bmc.2012.07.007

Reference yield:

: 756520-66-8
1-(2,6-dichloro-3-fluorophenyl)ethanol

: 1394930-35-8
tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine; dmap / dichloromethane / 1 h / 0 °C

2: sodium azide / N,N-dimethyl-formamide / 1 h / 50 °C

3: zinc; ammonium chloride / water; ethanol / 1 h / 80 °C

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate / water; ethanol; 1,2-dimethoxyethane / 0.83 h / 110 °C / Microwave irradiation

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; potassium fluoride dihydrate; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; zinc; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 5: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.07.007