1(2H)-Pyridinecarboxylic acid, 4-[1,6-dihydro-1-methyl-6-oxo-4-(4-pyridinyl)-5-[3-(trifluoromethyl)phenyl ]-2-pyrimidinyl]-3,6-dihydro-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1(2H)-Pyridinecarboxylic acid, 4-[1,6-dihydro-1-methyl-6-oxo-4-(4-pyridinyl)-5-[3-(trifluoromethyl)phenyl ]-2-pyrimidinyl]-3,6-dihydro-, 1,1-dimethylethyl ester
• CAS No.: 502421-29-6
• Molecular Formula: C₂₇H₂₇F₃N₄O₃
• Molecular Weight: 512.532
• Mol file: 502421-29-6.mol

Synonyms:

Chemical Property of 1(2H)-Pyridinecarboxylic acid, 4-[1,6-dihydro-1-methyl-6-oxo-4-(4-pyridinyl)-5-[3-(trifluoromethyl)phenyl ]-2-pyrimidinyl]-3,6-dihydro-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1(2H)-Pyridinecarboxylic acid, 4-[1,6-dihydro-1-methyl-6-oxo-4-(4-pyridinyl)-5-[3-(trifluoromethyl)phenyl ]-2-pyrimidinyl]-3,6-dihydro-, 1,1-dimethylethyl ester

There total 3 articles about 1(2H)-Pyridinecarboxylic acid, 4-[1,6-dihydro-1-methyl-6-oxo-4-(4-pyridinyl)-5-[3-(trifluoromethyl)phenyl ]-2-pyrimidinyl]-3,6-dihydro-, 1,1-dimethylethyl 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: 55.0%

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) + 2-chloro-3-methyl-6-pyridin-4-yl-5-(3-trifluoromethyl-phenyl)-3H-pyrimidin-4-one (502421-28-5) → 4-[1-methyl-6-oxo-4-pyridin-4-yl-5-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyrimidin-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (502421-29-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hexamethyldistannane; lithium chloride; In 1,4-dioxane; for 18h; Heating;

DOI:10.1016/S0040-4039(02)02197-4

Reference yield:

ethyl 3-trifluoromethylphenylacetate (331-33-9) → 4-[1-methyl-6-oxo-4-pyridin-4-yl-5-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyrimidin-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (502421-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 60 percent / t-BuOK; water / dimethylformamide

2.1: NaOH

2.2: 85 percent / POCl₃

3.1: 55 percent / tetrakis(triphenylphosphine)palladium(O); lithium chloride; hexamethylditin / dioxane / 18 h / Heating

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; water; hexamethyldistannane; lithium chloride; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)02197-4

Reference yield:

6-(4-pyridyl)-3-methyl-2-methylthio-5-(3-(trifluoromethyl)phenyl)-(3H)-pyrimidin-4-one (208655-23-6) → 4-[1-methyl-6-oxo-4-pyridin-4-yl-5-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyrimidin-2-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (502421-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOH

1.2: 85 percent / POCl₃

2.1: 55 percent / tetrakis(triphenylphosphine)palladium(O); lithium chloride; hexamethylditin / dioxane / 18 h / Heating

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hexamethyldistannane; lithium chloride; In 1,4-dioxane;

DOI:10.1016/S0040-4039(02)02197-4

upstream raw materials:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

2-chloro-3-methyl-6-pyridin-4-yl-5-(3-trifluoromethyl-phenyl)-3H-pyrimidin-4-one

ethyl 3-trifluoromethylphenylacetate

6-(4-pyridyl)-3-methyl-2-methylthio-5-(3-(trifluoromethyl)phenyl)-(3H)-pyrimidin-4-one