ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Base Information

Chemical Name:ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
CAS No.:1280722-11-3
Molecular Formula:C₂₂H₂₆N₂O₄
Molecular Weight:382.459
Hs Code.:

Synonyms:ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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Chemical Property of ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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Technology Process of ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

There total 4 articles about ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 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: 86.0%

: 927967-19-9
ethyl 4-(2-iodophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

: 78-27-3
1-Ethynylcyclohexan-1-ol

: 1280722-11-3
ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Guidance literature:: With pyrrolidine; bis-triphenylphosphine-palladium(II) chloride; at 50 - 85 ℃;
DOI:10.1016/j.bioorg.2013.08.002

Reference yield: 84.0%

: 26260-02-6
2-iodobenzaldehyde

: 141-97-9
ethyl acetoacetate

: 78-27-3
1-Ethynylcyclohexan-1-ol

: 57-13-6
urea

: 1280722-11-3
ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Guidance literature:: 2-iodobenzaldehyde; ethyl acetoacetate; urea; With phosphonic Acid; at 100 - 120 ℃; for 1h; Neat (no solvent);

1-Ethynylcyclohexan-1-ol; With pyrrolidine; bis-triphenylphosphine-palladium(II) chloride; at 50 - 85 ℃; for 1.5h; Neat (no solvent);
DOI:10.1016/j.tetlet.2011.01.015

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 1280722-11-3
ethyl 4-{2-[2-(1-hydroxycyclohexyl)ethynyl]phenyl}-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: iodine / 20 - 120 °C

2: pyrrolidine; bis-triphenylphosphine-palladium(II) chloride / 50 - 85 °C

With pyrrolidine; bis-triphenylphosphine-palladium(II) chloride; iodine; 1: |Biginelli Pyrimidone Synthesis / 2: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bioorg.2013.08.002