3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea

Base Information

Chemical Name:3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea
CAS No.:1009621-99-1
Molecular Formula:C₂₀H₂₇N₅O₄S
Molecular Weight:433.531
Hs Code.:

Synonyms:3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea

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Chemical Property of 3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea

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Technology Process of 3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea

There total 9 articles about 3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea 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: 94.0%

: 1009627-09-1
4-[4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidin-2-yl]aniline

: 109-90-0
ethyl isocyanate

: 1009621-99-1
3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea

Guidance literature:: In 1,4-dioxane; at 70 ℃; for 4h;
DOI:10.1021/jm501778s

Reference yield: 49.0%

: 1009627-11-5
2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidine

: 874291-00-6
1-ethyl-3-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]urea

: 1009621-99-1
3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In water; isopropyl alcohol; at 110 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.9b00348

Reference yield:

: 350595-57-2
(S)-3-methylmorpholine

: 1009621-99-1
3-ethyl-1-{4-[4-(methanesulfonylmethyl)-6-[(3S)-3-methylmorpholin-4-yl]pyrimidin-2-yl]phenyl}urea

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 1 h / 20 °C

2: lithium borohydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 0.75 h / 0 - 20 °C / Inert atmosphere

4: sodium iodide / 20 h / 50 °C

5: acetonitrile / 24 h / 85 °C

6: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / water; N,N-dimethyl-formamide; ethanol; 1,2-dimethoxyethane / 5 h / 80 - 95 °C / Inert atmosphere

7: 1,4-dioxane / 4 h / 70 °C

With bis-triphenylphosphine-palladium(II) chloride; lithium borohydride; sodium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm501778s