4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide

Base Information

Chemical Name:4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide
CAS No.:1352834-81-1
Molecular Formula:C₂₃H₁₆FN₅O₂
Molecular Weight:413.411
Hs Code.:

Synonyms:4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide

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Chemical Property of 4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide

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Technology Process of 4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide

There total 9 articles about 4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]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: 30.1%

: 1352834-88-8
4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxylic acid

: 1352834-81-1
4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide

Guidance literature:: With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 1h; Sealed tube;

Reference yield:

: 553-94-6
4-bromo-m-xylene

: 1352834-81-1
4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: nitric acid; sulfuric acid; acetic acid / 1.75 h / 8 - 10 °C

2.1: caesium carbonate / copper(l) chloride; 2,2,6,6-tetramethylheptane-3,5-dione / 1-methyl-pyrrolidin-2-one / 130 °C / Sealed tube

3.1: N,N-dimethyl-formamide / 0.75 h / 115 °C / Inert atmosphere

4.1: hydrogen / palladium 10% on activated carbon / methanol

5.1: 4 h / 130 °C

6.1: hydrogen / Raney Ni / methanol / 3 h / 2740.96 Torr

7.1: hydrogenchloride / toluene; 1,4-dioxane / Inert atmosphere

7.2: pH ~ 12

7.3: 0.75 h / Reflux

8.1: sodium hydroxide; water / methanol / 1 h / Reflux

8.2: pH ~ 4

9.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 1 h / Sealed tube

With 4-methyl-morpholine; hydrogenchloride; sulfuric acid; water; hydrogen; nitric acid; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 2,2,6,6-tetramethylheptane-3,5-dione; palladium 10% on activated carbon; copper(l) chloride; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide; toluene;

Reference yield:

: 15540-81-5
1-bromo-2,5-dimethyl-4-nitrobenzene

: 1352834-81-1
4-(2-fluorophenyl)-7-methyl-6-(pyrimidin-5-yloxy)-9H-pyrido[3,4-b]indole-1-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: caesium carbonate / copper(l) chloride; 2,2,6,6-tetramethylheptane-3,5-dione / 1-methyl-pyrrolidin-2-one / 130 °C / Sealed tube

2.1: N,N-dimethyl-formamide / 0.75 h / 115 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / methanol

4.1: 4 h / 130 °C

5.1: hydrogen / Raney Ni / methanol / 3 h / 2740.96 Torr

6.1: hydrogenchloride / toluene; 1,4-dioxane / Inert atmosphere

6.2: pH ~ 12

6.3: 0.75 h / Reflux

7.1: sodium hydroxide; water / methanol / 1 h / Reflux

7.2: pH ~ 4

8.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4-methyl-morpholine; ammonium chloride / N,N-dimethyl-formamide / 1 h / Sealed tube

With 4-methyl-morpholine; hydrogenchloride; water; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ammonium chloride; caesium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; 2,2,6,6-tetramethylheptane-3,5-dione; palladium 10% on activated carbon; copper(l) chloride; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide; toluene;