3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

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Chemical Name:3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine
CAS No.:1313529-94-0
Molecular Formula:C₂₆H₂₀F₆N₄O₃
Molecular Weight:550.46
Hs Code.:

Synonyms:3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

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Chemical Property of 3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

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Technology Process of 3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

There total 8 articles about 3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine 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: 45.0%

: 1522-22-1
1,1,1,5,5,5-hexafluoroacetylacetone

: 1313529-92-8
4-(1-methyl-1H-indol-3-yl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazol-5-amine

: 1313529-94-0
3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

Guidance literature:: With acetic acid; at 80 ℃; for 20h;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 120-72-9
indole

: 1313529-94-0
3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: zinc(II) chloride / ethanol / 2 h / 20 °C

2.1: methyl iodide / methanol; water / 16 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

3.2: 0 - 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: camphoric acid; hydrazine hydrate / methanol / 23 h / Reflux

6.1: acetic acid / 20 h / 80 °C

With camphoric acid; sodium hydride; hydrazine hydrate; acetic acid; zinc(II) chloride; lithium diisopropyl amide; methyl iodide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; mineral oil; 1.1: Mannich reaction;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 771-51-7
indole-3-acetonitrile

: 1313529-94-0
3-(1-methyl-1H-indol-3-yl)-5,7-bis(trifluoromethyl)-2-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: camphoric acid; hydrazine hydrate / methanol / 23 h / Reflux

4.1: acetic acid / 20 h / 80 °C

With camphoric acid; sodium hydride; hydrazine hydrate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2011.04.077