N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine

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Chemical Name:N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine
CAS No.:475173-28-5
Molecular Formula:C₂₇H₃₅N₃O₃S
Molecular Weight:481.659
Hs Code.:

Synonyms:N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine

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Chemical Property of N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine

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Technology Process of N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine

There total 8 articles about N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine 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

: C₂₁H₂₅N₃O₂S

: 475173-28-5
N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine

Guidance literature:: With sodium tetrahydroborate; sulfuric acid; In tetrahydrofuran; water; at 0 ℃; for 0.333333h;
DOI:10.1021/jm300259r

Reference yield:

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

: 475173-28-5
N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine

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: 0.5 h / 20 - 40 °C

5.1: hydrogenchloride / ethyl acetate / 1 h / 20 - 40 °C

6.1: sodium tetrahydroborate; sulfuric acid / tetrahydrofuran; water / 0.33 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; barium hydroxide octahydrate; sulfuric acid; sodium hydride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; 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

: 475173-28-5
N-(cyclopropylmethyl)-7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazolo[1,5-a]pyridin-3-amine

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: 0.5 h / 20 - 40 °C

6.1: hydrogenchloride / ethyl acetate / 1 h / 20 - 40 °C

7.1: sodium tetrahydroborate; sulfuric acid / tetrahydrofuran; water / 0.33 h / 0 °C

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