(4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine

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Chemical Name:(4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine
CAS No.:1616100-50-5
Molecular Formula:C₁₅H₁₄F₂N₄S
Molecular Weight:320.366
Hs Code.:

Synonyms:(4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine

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Chemical Property of (4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine

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Technology Process of (4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine

There total 6 articles about (4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine 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: 42.0%

: 1616100-99-2
N-(((2S,4R)-2-(2,4-difluorophenyl)-4-hydroxy-4-(pyrimidin-5-yl)butan-2-yl)carbamothioyl)benzamide

: 1616100-50-5
(4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; at 55 - 95 ℃; for 19.5h; Reagent/catalyst; Temperature;
DOI:10.1021/acs.jmedchem.6b01012

Reference yield:

: 1585971-57-8
(R,E)-N-(1-(2,4-difluorophenyl)ethylidene)-2-methylpropane-2-sulfinamide

: 1616100-50-5
(4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 1.5 h / -10 - -5 °C / Inert atmosphere

2.1: lithium tri-t-butoxyaluminum hydride / diethyl ether; tetrahydrofuran / 1 h / -78 - -50 °C / Inert atmosphere

3.1: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 0 °C

4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

5.1: hydrogenchloride / water; 1,4-dioxane / 3 h / 90 °C

With hydrogenchloride; sodium hydride; lithium tri-t-butoxyaluminum hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1616100-96-9
(R)-N-((S)-2-(2,4-difluorophenyl)-4-oxo-4-(pyrimidin-5-yl)-butan-2-yl)-2-methylpropane-2-sulfinamide

: 1616100-50-5
(4S,6S)-4-(2,4-difluorophenyl)-4-methyl-6-(pyrimidin-5-yl)-5,6-dihydro-4H-1,3-thiazin-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1: lithium tri-t-butoxyaluminum hydride / diethyl ether; tetrahydrofuran / 1 h / -78 - -50 °C / Inert atmosphere

2: hydrogenchloride / methanol; 1,4-dioxane / 1 h / 0 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

4: hydrogenchloride / water; 1,4-dioxane / 3 h / 90 °C

With hydrogenchloride; lithium tri-t-butoxyaluminum hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water;