1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Base Information

• Chemical Name: 1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile
• CAS No.: 169883-15-2
• Molecular Formula: C₁₈H₁₆BrN₃O
• Molecular Weight: 370.249

Synonyms:1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Chemical Property of 1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Chemical Property:

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Technology Process of 1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

There total 4 articles about 1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-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: 78.0%

ethyl acetoacetate (141-97-9) + 1-(2-bromo-4-isopropylphenyl)-2-amino-4-cyanopyrrole (169883-12-9) → 1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (169883-15-2)

Guidance literature:

With hydrogenchloride; In ethanol; for 16h; Heating;

DOI:10.1021/jm980223o

Reference yield:

2-bromo-4-isopropylaniline (51605-97-1) → 1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (169883-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / gl. AcOH / ethanol / 2 h / Heating

2: 59 percent / t-BuOK / ethanol; tetrahydrofuran / 16 h / Ambient temperature

3: 78 percent / conc. HCl / ethanol / 16 h / Heating

With hydrogenchloride; potassium tert-butylate; acetic acid; In tetrahydrofuran; ethanol;

DOI:10.1021/jm980223o

Reference yield:

potassium salt of formylsuccinonitrile → 1-(2-bromo-4-isopropyl-phenyl)-6-hydroxy-4-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (169883-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / gl. AcOH / ethanol / 2 h / Heating

2: 59 percent / t-BuOK / ethanol; tetrahydrofuran / 16 h / Ambient temperature

3: 78 percent / conc. HCl / ethanol / 16 h / Heating

With hydrogenchloride; potassium tert-butylate; acetic acid; In tetrahydrofuran; ethanol;

DOI:10.1021/jm980223o

upstream raw materials:

ethyl acetoacetate

1-(2-bromo-4-isopropylphenyl)-2-amino-4-cyanopyrrole

2-bromo-4-isopropylaniline

Downstream raw materials:

1-(2-bromo-4-isopropylphenyl)-6-chloro-3-cyano-4-methyl-7-azaindole

1-(2-bromo-4-isopropylphenyl)-6-chloro-4-methyl-7-azaindole

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