tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate

Base Information

Chemical Name:tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate
CAS No.:1380434-67-2
Molecular Formula:C₂₂H₂₇N₃O₄S
Molecular Weight:429.54
Hs Code.:

Synonyms:tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate

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Chemical Property of tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate

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Technology Process of tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate

There total 3 articles about tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate 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: 99.0%

: 176528-19-1
[2,6-dimethoxy-4-methylphenyl]boronic acid

: 475174-82-4
tert-butyl [7-iodo-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl]carbamate

: 1380434-67-2
tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; barium hydroxide octahydrate; In 1,2-dimethoxyethane; water; at 90 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jm300259r

Reference yield:

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

: 1380434-67-2
tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate

Guidance literature:: Multi-step reaction with 3 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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; barium hydroxide octahydrate; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; 3.1: Suzuki coupling;
DOI:10.1021/jm300259r

Reference yield:

: 475174-80-2
tert-butyl [2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl]carbamate

: 1380434-67-2
tert-butyl (7-(2,6-dimethoxy-4-methylphenyl)-2-(methylthio)pyrazolo[1,5-a]pyridin-3-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.17 h / -78 °C / Inert atmosphere

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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; barium hydroxide octahydrate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; water; 2.1: Suzuki coupling;
DOI:10.1021/jm300259r