2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

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Chemical Name:2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile
CAS No.:1421372-87-3
Molecular Formula:C₂₄H₂₅N₉O
Molecular Weight:455.522
Hs Code.:

Synonyms:2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

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Chemical Property of 2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

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Technology Process of 2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

There total 7 articles about 2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile 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: 48.0%

: 1421372-09-9
N-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-4-(3-dimethylaminoazetidin-1-yl)-6-methoxybenzene-1,3-diamine

: 557-21-1
dicyanozinc

: 1421372-87-3
2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos; In N,N-dimethyl acetamide; at 120 ℃; for 2h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 1421372-08-8
5-chloro-N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(pyrazolo[1,5-a]pyridin-3-yl)pyrimidin-2-amine

: 1421372-87-3
2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 2.5 h / 100 °C

2: iron; ammonium chloride / water; ethanol / 1 h / Reflux

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / N,N-dimethyl acetamide / 2 h / 120 °C / Inert atmosphere; Microwave irradiation

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; XPhos; In ethanol; N,N-dimethyl acetamide; water;

Reference yield:

: 1224709-13-0
3-(2,5-dichloropyrimidin-4-yl)pyrazolo[1,5-a]pyridine

: 1421372-87-3
2-{[5-amino-4-(3-dimethylaminoazetidin-1-yl)-2-methoxy-phenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / 18 h / 125 °C

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 2.5 h / 100 °C

3: iron; ammonium chloride / water; ethanol / 1 h / Reflux

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / N,N-dimethyl acetamide / 2 h / 120 °C / Inert atmosphere; Microwave irradiation

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; XPhos; In ethanol; N,N-dimethyl acetamide; water;