6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride

Base Information

• Chemical Name: 6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride
• CAS No.: 1069131-77-6
• Molecular Formula: C₂₂H₂₆ClN₅O₃*ClH
• Molecular Weight: 480.394

Synonyms:6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride

Chemical Property of 6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride

Chemical Property:

Purity/Quality:

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Technology Process of 6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride

There total 8 articles about 6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide 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-chloro-7-iodo-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine (1069131-90-3) + carbon monoxide (201230-82-2) + 3-methoxypropylamine (5332-73-0) → 6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride (1069131-77-6)

Guidance literature:

6-chloro-7-iodo-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine; carbon monoxide; 3-methoxypropylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In 1,4-dioxane; at 100 ℃; for 1h; under 3750.38 Torr;

With hydrogenchloride; In diethyl ether; dichloromethane;

Reference yield:

methyl 4-(6-bromo-7-chloro-3H-imidazo[4,5-b]pyridin-2-yl)benzoate (1069131-81-2) → 6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride (1069131-77-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / methanol; diethyl ether; dichloromethane

1.2: 0.33 h / 160 °C / Microwave irradiation

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

3.1: O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 20 °C

4.1: borane-THF / tetrahydrofuran / 1 h / 0 - 20 °C

4.2: 16 h

5.1: palladium diacetate; 1,3-bis-(diphenylphosphino)propane / 1,4-dioxane / 1 h / 100 °C / 3750.38 Torr

With hydrogenchloride; lithium hydroxide; borane-THF; water; O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

5-bromo-pyridine-2,3-diamine (38875-53-5) → 6-chloro-N-(3-methoxypropyl)-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine-7-carboxamide hydrochloride (1069131-77-6)

Guidance literature:

Multi-step reaction with 7 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 / 1 h / 20 °C

5.2: 20 °C

6.1: borane-THF / tetrahydrofuran / 1 h / 0 - 20 °C

6.2: 16 h

7.1: palladium diacetate; 1,3-bis-(diphenylphosphino)propane / 1,4-dioxane / 1 h / 100 °C / 3750.38 Torr

With hydrogenchloride; lithium hydroxide; borane-THF; water; 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; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

6-chloro-7-iodo-2-[4-(morpholin-4-ylmethyl)phenyl]-3H-imidazo[4,5-b]pyridine

carbon monoxide

3-methoxypropylamine

5-bromo-pyridine-2,3-diamine

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