ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate

Base Information

Chemical Name:ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate
CAS No.:583878-43-7
Molecular Formula:C₂₀H₂₅N₃O₄S
Molecular Weight:403.502
Hs Code.:

Synonyms:ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate

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Chemical Property of ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate

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Technology Process of ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate

There total 3 articles about ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate 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: 81.0%

: 583878-42-6
ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate

: 18144-47-3
tert-butyl 4-aminobenzoate

: 583878-43-7
ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; for 72h; Heating;
DOI:10.1016/j.tetlet.2005.10.030

Reference yield:

: 1462-12-0
diethyl ethylidenemalonate

: 583878-43-7
ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: TEA / ethanol / 3 h / Heating

1.2: K₂CO₃; benzoyl peroxide; NBS / dioxane / 3 h / 90 °C

2.1: 50 percent / POCl₃ / 2 h / Heating

3.1: 81 percent / DIPEA / dioxane / 72 h / Heating

With TEA; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1,4-dioxane; ethanol;
DOI:10.1016/j.tetlet.2005.10.030

Reference yield:

: 344361-90-6
5-ethoxycarbonyl-6-methyl-2-methylsulfanylpyrimidin-4(3H)-one

: 583878-43-7
ethyl 4-[4-(tert-butoxycarbonyl)anilino]-6-methyl-2-(methylsulfanyl)-5-pyrimidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / POCl₃ / 2 h / Heating

2: 81 percent / DIPEA / dioxane / 72 h / Heating

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1,4-dioxane;
DOI:10.1016/j.tetlet.2005.10.030