N⁴-(2,3-dimethyl-2H-indazol-6-yl)-N²-(3-fluorophenyl)-N⁴-methylpyrimidine-2,4-diamine

Base Information

• Chemical Name: N⁴-(2,3-dimethyl-2H-indazol-6-yl)-N²-(3-fluorophenyl)-N⁴-methylpyrimidine-2,4-diamine
• CAS No.: 1307297-62-6
• Molecular Formula: C₂₀H₁₉FN₆
• Molecular Weight: 362.409

Synonyms:N⁴-(2,3-dimethyl-2H-indazol-6-yl)-N²-(3-fluorophenyl)-N⁴-methylpyrimidine-2,4-diamine

Chemical Property of N⁴-(2,3-dimethyl-2H-indazol-6-yl)-N²-(3-fluorophenyl)-N⁴-methylpyrimidine-2,4-diamine

Chemical Property:

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Technology Process of N⁴-(2,3-dimethyl-2H-indazol-6-yl)-N²-(3-fluorophenyl)-N⁴-methylpyrimidine-2,4-diamine

There total 5 articles about N⁴-(2,3-dimethyl-2H-indazol-6-yl)-N²-(3-fluorophenyl)-N⁴-methylpyrimidine-2,4-diamine 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: 79.1%

meta-fluoroaniline (372-19-0) + N-(2-chloropyrimidin-4-yl)-N-methyl-2,3-dimethyl-2H-indazole-6-amine (444731-75-3) → N4-(2,3-dimethyl-2H-indazol-6-yl)-N2-(3-fluorophenyl)-N4-methylpyrimidine-2,4-diamine (1307297-62-6)

Guidance literature:

With hydrogenchloride; In ethanol; water; for 3h; Reflux;

DOI:10.1016/j.bmcl.2014.01.003

Reference yield:

3-methyl-6-nitro-1H-indazole (6494-19-5) → N4-(2,3-dimethyl-2H-indazol-6-yl)-N2-(3-fluorophenyl)-N4-methylpyrimidine-2,4-diamine (1307297-62-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / N,N-dimethyl-formamide / 0.25 h / 20 °C

1.2: 6 h / Reflux

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C

3.1: sodium hydrogencarbonate / ethanol / 6 h / 85 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C

5.1: hydrogenchloride / ethanol; water / 3 h / Reflux

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; caesium carbonate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.01.003

Reference yield:

2,3-dimethyl-6-amino-2H-indazole (444731-72-0) → N4-(2,3-dimethyl-2H-indazol-6-yl)-N2-(3-fluorophenyl)-N4-methylpyrimidine-2,4-diamine (1307297-62-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogencarbonate / ethanol / 6 h / 85 °C

2: caesium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C

3: hydrogenchloride / ethanol; water / 3 h / Reflux

With hydrogenchloride; sodium hydrogencarbonate; caesium carbonate; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2014.01.003

upstream raw materials:

3-methyl-6-nitro-1H-indazole

2,3?dimethyl?6?nitro?2H?indazole

2,3-dimethyl-6-amino-2H-indazole

N-(2-chloropyrimidin-4-yl)-2,3-dimethyl-2H-indazol-6-amine

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