5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine

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Chemical Name:5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine
CAS No.:1361187-02-1
Molecular Formula:C₂₂H₂₃N₇O₂
Molecular Weight:417.47
Hs Code.:

Synonyms:5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine

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Chemical Property of 5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine

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Technology Process of 5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine

There total 6 articles about 5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine 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: 46.0%

: 1361188-06-8
5-(4-{1-[5-(1H-pyrazol-4-yl)-[1,2,4]oxadiazol-3-yl]cyclobutyl}phenyl)pyrimidin-2-ylamine

: 6482-24-2
2-Bromoethyl methyl ether

: 1361187-02-1
5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm501185j

Reference yield:

: 1361189-40-3
1-[4-(2-aminopyrimidin-5-yl)phenyl]cyclobutanecarbonitrile

: 1361187-02-1
5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydroxylamine / ethanol; water / 16 h / 80 °C / Inert atmosphere

2.1: 1,1'-carbonyldiimidazole / 1-methyl-pyrrolidin-2-one / 0.33 h / 50 °C / Inert atmosphere

2.2: 4 h / 100 °C / Inert atmosphere

3.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With hydroxylamine; caesium carbonate; 1,1'-carbonyldiimidazole; In 1-methyl-pyrrolidin-2-one; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm501185j

Reference yield:

: 16532-79-9
4-Bromophenylacetonitrile

: 1361187-02-1
5-[4-(1-{5-[1-(2-methoxyethyl)-1H-pyrazol-4-yl]-[1,2,4]oxadiazol-3-yl}cyclobutyl)phenyl]pyrimidin-2-ylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / N,N-dimethyl-formamide / 0.33 h / 90 °C / Inert atmosphere; Microwave irradiation; Sealed tube

3.1: hydroxylamine / ethanol; water / 16 h / 80 °C / Inert atmosphere

4.1: 1,1'-carbonyldiimidazole / 1-methyl-pyrrolidin-2-one / 0.33 h / 50 °C / Inert atmosphere

4.2: 4 h / 100 °C / Inert atmosphere

5.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; hydroxylamine; sodium hydride; sodium carbonate; caesium carbonate; 1,1'-carbonyldiimidazole; In 1-methyl-pyrrolidin-2-one; ethanol; water; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm501185j