N⁴-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N¹-(2-dimethylaminoethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine

Base Information

• Chemical Name: N⁴-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N¹-(2-dimethylaminoethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine
• CAS No.: 1421372-11-3
• Molecular Formula: C₂₃H₂₇ClN₈O
• Molecular Weight: 466.973

Synonyms:N⁴-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N¹-(2-dimethylaminoethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine

Chemical Property of N⁴-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N¹-(2-dimethylaminoethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine

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Technology Process of N⁴-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N¹-(2-dimethylaminoethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine

There total 6 articles about N⁴-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N¹-(2-dimethylaminoethyl)-5-methoxy-N¹-methylbenzene-1,2,4-triamine 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:

5-chloro-N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(pyrazolo[1,5-a]pyridin-3-yl)pyrimidin-2-amine (1421372-08-8) → N4-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N1-(2-dimethylaminoethyl)-5-methoxy-N1-methylbenzene-1,2,4-triamine (1421372-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 140 °C / Microwave irradiation

2: iron; ammonium chloride / water; ethanol / 3 h / 105 °C

With iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl acetamide; water;

Reference yield:

3-(2,5-dichloropyrimidin-4-yl)pyrazolo[1,5-a]pyridine (1224709-13-0) → N4-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N1-(2-dimethylaminoethyl)-5-methoxy-N1-methylbenzene-1,2,4-triamine (1421372-11-3)

Guidance literature:

Multi-step reaction with 3 steps

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

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 140 °C / Microwave irradiation

3: iron; ammonium chloride / water; ethanol / 3 h / 105 °C

With iron; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl acetamide; water;

Reference yield:

4-[(E)-2-butoxyethenyl]-2,5-dichloropyrimidine (1224708-12-6) → N4-(5-chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-yl)-N1-(2-dimethylaminoethyl)-5-methoxy-N1-methylbenzene-1,2,4-triamine (1421372-11-3)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide; potassium carbonate / dimethyl sulfoxide / 5.5 h / 20 - 90 °C

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

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 0.5 h / 140 °C / Microwave irradiation

4: iron; ammonium chloride / water; ethanol / 3 h / 105 °C

With iron; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In ethanol; N,N-dimethyl acetamide; water; dimethyl sulfoxide;

upstream raw materials:

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

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

4-[(E)-2-butoxyethenyl]-2,5-dichloropyrimidine

4-fluoro-2-methoxy-5-nitro-phenylamine

Downstream raw materials:

C₂₇H₂₉N₉O₂

N-(5-((5-chloro-4-(pyrazolo[1,5-a]pyridin-3-yl)pyrimidin-2-yl)amino)-2-((2-(dimethylamino)ethyl)(methyl)amino)-4-methoxyphenyl)acrylamide

2-{[5-amino-4-(2-dimethylaminoethyl-methylamino)-2-methoxyphenyl]amino}-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidine-5-carbonitrile

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