methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Base Information

Chemical Name:methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate
CAS No.:915412-74-7
Molecular Formula:C₃₂H₃₈ClN₃O₃Si
Molecular Weight:576.211
Hs Code.:

Synonyms:methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

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Chemical Property of methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

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Technology Process of methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

There total 6 articles about methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate 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: 57.0%

: 690632-17-8
4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)-1-(triisopropylsilyl)-1H-indole

: 915412-73-6
methyl 3-bromo-5-(2-chloro-6-methylisonicotinoyl)phenylcarbamate

: 915412-74-7
methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Guidance literature:: With potassium phosphate; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex; In 1,4-dioxane; water; at 100 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jm100659v

Reference yield:

: 25462-85-5
2-chloro-6-methylpyridine-4-carboxylic acid

: 915412-74-7
methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: benzotriazol-1-ol / dichloromethane; N,N-dimethyl-formamide / 0.33 h / 0 °C

1.2: 0 - 20 °C

1.3: 16 h / 0 - 20 °C

2.1: n-butyllithium / diethyl ether / 1 h / -78 - -70 °C

2.2: 0.75 h / -70 - -25 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 110 °C / Inert atmosphere

4.1: potassium phosphate; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex; benzotriazol-1-ol; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 4.1: Suzuki coupling;
DOI:10.1021/jm100659v

Reference yield:

: 915412-70-3
(2-chloro-6-methylpyridin-4-yl)(3,5-dibromophenyl)methanone

: 915412-74-7
methyl 3-(2-chloro-6-methylisonicotinoyl)-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 110 °C / Inert atmosphere

2: potassium phosphate; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; water; 2: Suzuki coupling;
DOI:10.1021/jm100659v