4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide

Base Information

Chemical Name:4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide
CAS No.:1364269-03-3
Molecular Formula:C₂₀H₂₂N₄O₂S
Molecular Weight:382.486
Hs Code.:

Synonyms:4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide

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Chemical Property of 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide

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Technology Process of 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide

There total 6 articles about 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide 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: 95.0%

: 1364267-95-7
methyl 4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzoate

: 1364269-03-3
4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide

Guidance literature:: With ammonia; In methanol; at 75 ℃; for 96h;
DOI:10.1021/jm201683b

Reference yield:

: 1364267-50-4
methyl 4-(2-amino-5-bromopyridin-3-yl)-2-methoxybenzoate

: 1364269-03-3
4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: ammonia / methanol / 96 h / 75 °C

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

Reference yield:

: 139102-34-4
methyl 4-bromo-2-methoxybenzoate

: 1364269-03-3
4-(2-amino-5-(4-((dimethylamino)methyl)thiophen-2-yl)pyridin-3-yl)-2-methoxybenzamide

Guidance literature:: Multi-step reaction with 5 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: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; bis(pinacol)diborane / N,N-dimethyl-formamide / 1.5 h / 100 °C / Microwave irradiation

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

5: ammonia / methanol / 96 h / 75 °C

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