(RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester

Base Information

• Chemical Name: (RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester
• CAS No.: 1342801-93-7
• Molecular Formula: C₁₃H₁₆N₂O₂
• Molecular Weight: 232.282
• Mol file: 1342801-93-7.mol

Synonyms:(RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester

Chemical Property of (RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester

There total 3 articles about (RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester 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: 47.0%

(RS)-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-cyclohex-3-enecarboxylic acid ethyl ester (1049004-32-1) + 2-bromopyrimidine (4595-60-2) → (RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester (1342801-93-7)

Guidance literature:

With sodium carbonate; palladium diacetate; triphenylphosphine; In water; 1,2-dichloro-ethane; at 80 ℃; for 20h; Inert atmosphere;

Reference yield:

ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate (122948-57-6) → (RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester (1342801-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

2: sodium carbonate / triphenylphosphine; palladium diacetate / water; 1,2-dichloro-ethane / 20 h / 80 °C / Inert atmosphere

With potassium acetate; sodium carbonate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; triphenylphosphine; In 1,4-dioxane; water; 1,2-dichloro-ethane;

Reference yield:

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → (RS)-4-pyrimidin-2-yl-cyclohex-3-enecarboxylic acid ethyl ester (1342801-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

1.2: 12.5 h / -78 - 20 °C

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 1,1'-bis-(diphenylphosphino)ferrocene / 1,4-dioxane / 18 h / 90 °C / Inert atmosphere

3.1: sodium carbonate / triphenylphosphine; palladium diacetate / water; 1,2-dichloro-ethane / 20 h / 80 °C / Inert atmosphere

With potassium acetate; sodium carbonate; lithium hexamethyldisilazane; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; 1,2-dichloro-ethane;

upstream raw materials:

ethyl 4-(((trifluoromethyl)sulfonyl)oxy)cyclohex-3-enecarboxylate

(RS)-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-cyclohex-3-enecarboxylic acid ethyl ester

2-bromopyrimidine

ethyl 4-oxocyclohexane-1-carboxylate