6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride

Base Information

• Chemical Name: 6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride
• CAS No.: 1069131-99-2
• Molecular Formula: C₂₅H₂₄BrN₅O₂*ClH
• Molecular Weight: 542.863

Synonyms:6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride

Chemical Property of 6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride

Chemical Property:

Purity/Quality:

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Technology Process of 6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride

There total 7 articles about 6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride 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: 19.0%

6-bromo-7-iodo-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine (1069132-04-2) + 4-methoxyphenylboronic acid (5720-07-0) → 6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride (1069131-99-2)

Guidance literature:

6-bromo-7-iodo-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine; 4-methoxyphenylboronic acid; With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; at 130 ℃; for 0.283333h; Microwave irradiation;

With hydrogenchloride; In diethyl ether; dichloromethane;

Reference yield:

5-bromo-pyridine-2,3-diamine (38875-53-5) → 6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride (1069131-99-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 1 h / 20 °C

1.2: 0.08 h / 200 °C / Microwave irradiation

2.1: acetic acid; 3-chloro-benzenecarboperoxoic acid / 24 h / 20 °C

2.2: 0.08 h / 120 °C / Microwave irradiation

3.1: hydrogenchloride / methanol; diethyl ether; dichloromethane

3.2: 0.33 h / 160 °C / Microwave irradiation

4.1: lithium hydroxide; water / tetrahydrofuran / 0.17 h / 100 °C / Microwave irradiation

5.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

5.2: 1 h

6.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 0.28 h / 130 °C / Microwave irradiation

With hydrogenchloride; lithium hydroxide; water; sodium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

methyl 4-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)benzoate (1069131-80-1) → 6-bromo-7-(4-methoxyphenyl)-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine hydrochloride (1069131-99-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetic acid; 3-chloro-benzenecarboperoxoic acid / 24 h / 20 °C

1.2: 0.08 h / 120 °C / Microwave irradiation

2.1: hydrogenchloride / methanol; diethyl ether; dichloromethane

2.2: 0.33 h / 160 °C / Microwave irradiation

3.1: lithium hydroxide; water / tetrahydrofuran / 0.17 h / 100 °C / Microwave irradiation

4.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

4.2: 1 h

5.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran; water / 0.28 h / 130 °C / Microwave irradiation

With hydrogenchloride; lithium hydroxide; water; sodium carbonate; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

6-bromo-7-iodo-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-3H-imidazo[4,5-b]pyridine

4-methoxyphenylboronic acid

5-bromo-pyridine-2,3-diamine

methyl 4-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)benzoate

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