6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

Base Information

Chemical Name:6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide
CAS No.:1622204-07-2
Molecular Formula:C₃₂H₃₆N₆O₄
Molecular Weight:568.676
Hs Code.:

Synonyms:6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

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Chemical Property of 6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

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Technology Process of 6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

There total 12 articles about 6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide 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: 4.0%

: 1622205-27-9
5-((2-aminopyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide

: 848979-86-2
4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzoic acid

: 1622204-07-2
6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

Guidance literature:: 4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzoic acid; With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 1h;

5-((2-aminopyridin-4-yl)oxy)-6-methoxy-N-methyl-1H-indole-1-carboxamide; With dmap; triethylamine; In dichloromethane; at 20 ℃;

Reference yield:

: 6346-05-0
3-benzyloxy-4-methoxybenzaldehyde

: 1622204-07-2
6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid; ammonium acetate / 2.33 h / 130 °C / Inert atmosphere

2.1: acetic acid; nitric acid / 3 h / 25 - 40 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol; water / 3 h

4.1: potassium tert-butylate / dimethyl sulfoxide / 12.5 h / 160 °C / Inert atmosphere

5.1: methanol; sodium methylate / 5.5 h / 20 - 70 °C / Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 - 20 °C / Inert atmosphere

6.2: 3 h / 0 - 20 °C

7.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

7.2: 20 °C

With methanol; oxalyl dichloride; palladium 10% on activated carbon; potassium tert-butylate; ammonium acetate; hydrogen; nitric acid; sodium methylate; sodium hydride; acetic acid; In methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 5004-07-9
4-(1-pyrrolidinyl)piperidine

: 1622204-07-2
6-methoxy-N-methyl-5-((2-(4-(4-(pyrrolidin-1-yl)piperidin-1-yl)benzamide)pyridin-4-yl)oxy)-1H-indole-1-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide / 4 h / 150 °C / Inert atmosphere; Microwave irradiation

2.1: methanol; sodium hydroxide / tetrahydrofuran / 4 h / 50 °C

3.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 20 °C

With methanol; oxalyl dichloride; sodium hydroxide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;