N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

Base Information

Chemical Name:N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide
CAS No.:1353246-77-1
Molecular Formula:C₂₅H₂₅N₅O
Molecular Weight:411.506
Hs Code.:

Synonyms:N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

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Chemical Property of N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

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Technology Process of N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

There total 8 articles about N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-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:

: 110-88-3
1,3,5-Trioxan

: 1353246-67-9
N-(5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

: 1353246-77-1
N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

Guidance literature:: 1,3,5-Trioxan; N-(5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide; With acetic acid; In dichloromethane; for 1h;

With sodium tris(acetoxy)borohydride; In dichloromethane; for 1h;

Reference yield:

: 1353255-12-5
ethyl 1H-indazole-5-carboxylate hydrochloride

: 1353246-77-1
N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: bromine / ethanol / 18 h / 20 °C

1.2: pH 10 - 11 / Cooling with ice

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 5 - 10 °C

2.2: 20 °C

3.1: lithium hydroxide / tetrahydrofuran / 50 °C

3.2: pH ~ 4

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 80 °C / Inert atmosphere

4.2: pH 7

5.1: HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

5.2: 0.5 h / 20 °C

6.1: trifluoroacetic acid; triethylsilane / 0.58 h / 20 °C

7.1: acetic acid / dichloromethane / 1 h

7.2: 1 h

With triethylsilane; bromine; sodium hydride; sodium carbonate; acetic acid; HATU; trifluoroacetic acid; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1353254-09-7
ethyl 3-bromo-1-trityl-1H-indazole-5-carboxylate

: 1353246-77-1
N-(1-methyl-5-phenylpiperidin-3-yl)-3-(pyridin-4-yl)-1H-indazole-5-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 24 h / 80 °C / Inert atmosphere; Sealed vial

2.1: lithium hydroxide / tetrahydrofuran / 19 h / 50 °C / Sealed vial

3.1: HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: trifluoroacetic acid; triethylsilane / 0.58 h / 20 °C

5.1: acetic acid / dichloromethane / 1 h

5.2: 1 h

With triethylsilane; sodium carbonate; acetic acid; HATU; trifluoroacetic acid; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;