(+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

Base Information

Chemical Name:(+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate
CAS No.:1364267-84-4
Molecular Formula:C₂₆H₂₁F₃N₂O₃S
Molecular Weight:498.526
Hs Code.:

Synonyms:(+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

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Chemical Property of (+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

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Technology Process of (+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

There total 5 articles about (+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate 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: 13.0%

: 6165-68-0
thiophene boronic acid

: 1364267-41-3
(+/-)-methyl 4-(2-amino-5-bromopyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

: 1364267-84-4
(+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 110 ℃; for 1h; Microwave irradiation;
DOI:10.1021/jm201683b

Reference yield:

: 1666-28-0
4-bromosalicylic acid

: 1364267-84-4
(+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: sulfuric acid / 24 h / 80 °C

2: di-tert-butyl-diazodicarboxylate; triphenylphosphine / dichloromethane / 0 - 20 °C

3: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 1.5 h / 100 °C / Microwave irradiation

4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / water; N,N-dimethyl-formamide / 1.5 h / 100 °C / Microwave irradiation

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 1 h / 110 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; di-tert-butyl-diazodicarboxylate; sulfuric acid; potassium acetate; sodium hydrogencarbonate; sodium carbonate; triphenylphosphine; In dichloromethane; water; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1021/jm201683b

Reference yield:

: 1364266-91-0
(+/-)-methyl 4-bromo-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

: 1364267-84-4
(+/-)-methyl 4-(2-amino-5-(thiophen-2-yl)pyridin-3-yl)-2-(1-(2-(trifluoromethyl)phenyl)ethoxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 1.5 h / 100 °C / Microwave irradiation

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / water; N,N-dimethyl-formamide / 1.5 h / 100 °C / Microwave irradiation

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; N,N-dimethyl-formamide / 1 h / 110 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydrogencarbonate; sodium carbonate; In water; N,N-dimethyl-formamide;
DOI:10.1021/jm201683b