1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

Base Information

Chemical Name:1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile
CAS No.:1380434-22-9
Molecular Formula:C₂₉H₃₆N₄O₄S
Molecular Weight:536.695
Hs Code.:

1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

Synonyms:1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

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Chemical Property of 1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

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Technology Process of 1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

There total 7 articles about 1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile 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:

: 50675-18-8
3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

: C₂₃H₂₆N₄O₃S

: 1380434-22-9
1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

Guidance literature:: With sodium tris(acetoxy)borohydride; In tetrahydrofuran; acetic acid; at 20 ℃; for 2h;
DOI:10.1021/jm300259r

Reference yield:

: [2-methylthiopyrazolo[1,5-a]pyridin-3-yl]amine

: 1380434-22-9
1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 16 h / 20 °C / Cooling with ice

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 0.17 h / -78 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; barium hydroxide octahydrate / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide

4.2: 2 h / 20 °C

5.1: hydrogenchloride / ethyl acetate / 1 h / 20 °C

6.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; acetic acid / 2 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; barium hydroxide octahydrate; sodium tris(acetoxy)borohydride; sodium hydride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; 3.1: Suzuki coupling;
DOI:10.1021/jm300259r

Reference yield:

: 63432-37-1
2-methylsulfanyl-3-nitropyrazolo[1,5-a]pyridine

: 1380434-22-9
1-(((7-(2,6-dimethoxy-4-(methoxymethyl)phenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)((tetrahydro-2H-pyran-4-yl)methyl)amino)methyl)cyclopropanecarbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid; zinc / ethanol; water / 0.33 h / 80 °C

2.1: triethylamine / dichloromethane / 16 h / 20 °C / Cooling with ice

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: 0.17 h / -78 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; barium hydroxide octahydrate / 1,2-dimethoxyethane; water / 4 h / 90 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide

5.2: 2 h / 20 °C

6.1: hydrogenchloride / ethyl acetate / 1 h / 20 °C

7.1: sodium tris(acetoxy)borohydride / tetrahydrofuran; acetic acid / 2 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; barium hydroxide octahydrate; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; triethylamine; zinc; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; 4.1: Suzuki coupling;
DOI:10.1021/jm300259r