tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate
• CAS No.: 1197340-76-3
• Molecular Formula: C₃₁H₃₁N₇O₄
• Molecular Weight: 565.632

Synonyms:tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate

Chemical Property of tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate

Chemical Property:

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Safty Information:

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Technology Process of tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate

There total 9 articles about tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate 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:

di-tert-butyl dicarbonate (24424-99-5) + 5-(4-(4-hydroxy-1-methyl-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-3-yl)phenyl)-N-methylpicolinamide (1197338-58-1) → tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate (1197340-76-3)

Guidance literature:

di-tert-butyl dicarbonate; 5-(4-(4-hydroxy-1-methyl-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-3-yl)phenyl)-N-methylpicolinamide; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

With sodium hydroxide; In methanol; at 20 ℃; for 2h;

Reference yield:

methyl 3-(4-bromophenyl)-4-(4-methoxybenzyloxy)-1H-pyrazole-5-carboxylate (1197340-84-3) → tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate (1197340-76-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 3 h / 20 °C / Ice bath

2.1: potassium carbonate / polyethylene supported palladium catalyst (FibreCat FC 1007) / ethanol; water / 0.25 h / 115 °C / Microwave irradiation

3.1: lithium hydroxide monohydrate; water / ethanol / 0.33 h / 115 °C / Microwave irradiation

4.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: acetic acid / 0.83 h / 150 °C / Microwave irradiation

6.1: trifluoroacetic acid / 0.5 h / 120 °C / Microwave irradiation

7.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

7.2: 2 h / 20 °C

With lithium hydroxide monohydrate; water; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; polyethylene supported palladium catalyst (FibreCat FC 1007); In ethanol; water; N,N-dimethyl-formamide;

Reference yield:

methyl 3-(4-bromophenyl)-4-(4-methoxybenzyloxy)-1-methyl-1H-pyrazole-5-carboxylate (1197340-73-0) → tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate (1197340-76-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / polyethylene supported palladium catalyst (FibreCat FC 1007) / ethanol; water / 0.25 h / 115 °C / Microwave irradiation

2.1: lithium hydroxide monohydrate; water / ethanol / 0.33 h / 115 °C / Microwave irradiation

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

4.1: acetic acid / 0.83 h / 150 °C / Microwave irradiation

5.1: trifluoroacetic acid / 0.5 h / 120 °C / Microwave irradiation

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C

6.2: 2 h / 20 °C

With lithium hydroxide monohydrate; water; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; polyethylene supported palladium catalyst (FibreCat FC 1007); In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

di-tert-butyl dicarbonate

5-(4-(4-hydroxy-1-methyl-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-3-yl)phenyl)-N-methylpicolinamide

5-chloro-6-nitroisoindole-1,3-dione

methyl 3-(4-bromophenyl)-4-(4-methoxybenzyloxy)-1H-pyrazole-5-carboxylate

Downstream raw materials:

1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-4-yl diethylcarbamate

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