1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione
• CAS No.: 352298-02-3
• Molecular Formula: C₂₃H₂₃F₂N₃O₃
• Molecular Weight: 427.451
• Mol file: 352298-02-3.mol

Synonyms:1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione

Chemical Property of 1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione

There total 2 articles about 1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione 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: 90.0%

3-[3-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (618902-06-0) → 1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione (352298-02-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0960-894X(03)00619-X

Reference yield:

3-[5-bromo-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (618902-05-9) → 1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione (352298-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Pd(Ph₃P)4; aq. K₂CO₃ / toluene; ethanol / 15 h / 110 °C

2: 90 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; trifluoroacetic acid; In ethanol; dichloromethane; toluene; 1: Suzuki coupling;

DOI:10.1016/S0960-894X(03)00619-X

Reference yield:

benzaldehyde (100-52-7) + 1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-3-pyrrolidin-3-yl-1H-pyrimidine-2,4-dione (352298-02-3) → 3-(1-benzyl-pyrrolidin-3-yl)-1-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-6-methyl-1H-pyrimidine-2,4-dione

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/S0960-894X(03)00619-X

upstream raw materials:

3-[3-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester

3-[5-bromo-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester