benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate

Base Information

Chemical Name:benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate
CAS No.:1426154-40-6
Molecular Formula:C₃₂H₃₅N₅O₅S
Molecular Weight:601.726
Hs Code.:

Synonyms:benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate

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Chemical Property of benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate

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Technology Process of benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate

There total 7 articles about benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate 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: 75.0%

: 1426154-31-5
benzyl 4-({1-[2-chloro-6-(morpholin-4-yl)pyrimidin-4-yl]cyclopropyl}sulfonyl)piperidine-1-carboxylate

: 220465-43-0
indole-4-boronic acid

: 1426154-40-6
benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; at 95 ℃; for 1h; Microwave irradiation;
DOI:10.1021/jm301859s

Reference yield:

: 6299-85-0
2,6-dichloropyrimidine-4-carboxylic acid methyl ester

: 1426154-40-6
benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / dichloromethane / 4 h / -5 - 0 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 3.5 h / -5 - 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4.1: sodium iodide / acetone / 2 h / 20 °C / Inert atmosphere

5.1: sodium sulfite; sodium carbonate / 18 h / 50 °C / Inert atmosphere

5.2: 16 h / 20 °C / Inert atmosphere

6.1: sodium hydroxide; tetrabutylammomium bromide / water; dichloromethane; toluene / 18 h / 60 °C / Inert atmosphere

7.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; ethanol / 1 h / 95 °C / Microwave irradiation

With bis-triphenylphosphine-palladium(II) chloride; lithium borohydride; tetrabutylammomium bromide; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium hydroxide; sodium sulfite; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 7.1: |Suzuki Coupling;
DOI:10.1021/jm301859s

Reference yield:

: 1101818-28-3
[2-chloro-6-(morpholin-4-yl)pyrimidin-4-yl]methanol

: 1426154-40-6
benzyl 4-(1-(2-(1H-indol-4-yl)-6-morpholinopyrimidin-4-yl)cyclopropylsulfonyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2.1: sodium iodide / acetone / 2 h / 20 °C / Inert atmosphere

3.1: sodium sulfite; sodium carbonate / 18 h / 50 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

4.1: sodium hydroxide; tetrabutylammomium bromide / water; dichloromethane; toluene / 18 h / 60 °C / Inert atmosphere

5.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; ethanol / 1 h / 95 °C / Microwave irradiation

With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammomium bromide; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium iodide; sodium hydroxide; sodium sulfite; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 5.1: |Suzuki Coupling;
DOI:10.1021/jm301859s