4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile

Base Information

• Chemical Name: 4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile
• CAS No.: 135689-65-5
• Molecular Formula: C₂₃H₂₃N₃O
• Molecular Weight: 357.455
• Mol file: 135689-65-5.mol

Synonyms:4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile

Chemical Property of 4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile

There total 5 articles about 4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile 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: 80.0%

acetamidine hydrochloride (124-42-5) + methyl 2'-cyano-α-(1-oxopentyl)<1,1'-biphenyl>-4-propanoate (148564-09-4) → 4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile (135689-65-5)

Guidance literature:

With sodium methylate; In 1,4-dioxane; methanol; for 20h; Ambient temperature;

DOI:10.1021/jm00024a008

Reference yield:

4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) → 4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile (135689-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / NaH / tetrahydrofuran / 10 h

2: 80 percent / CH₃ONa / methanol; dioxane / 20 h / Ambient temperature

With sodium methylate; sodium hydride; In tetrahydrofuran; 1,4-dioxane; methanol;

DOI:10.1021/jm00024a008

Reference yield:

Ethyl 3-oxoheptanoate (7737-62-4) → 4'-<(6-butyl-1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl><1,1'-biphenyl>-2-carbonitrile (135689-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-diisopropylethylamine, LiCl / tetrahydrofuran / 15 h / Heating

2: 1.) NaOMe / 1.) MeOH, RT, 15 min, 2.) MeOH, a) 20 h RT, b) reflux, 3 h

With sodium methylate; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran;

DOI:10.1016/0223-5234(96)88246-8

upstream raw materials:

acetamidine hydrochloride

2-(2'-Cyano-biphenyl-4-ylmethyl)-3-oxo-heptanoic acid ethyl ester

methyl 2'-cyano-α-(1-oxopentyl)<1,1'-biphenyl>-4-propanoate

methyl 3-oxoheptanoate

Downstream raw materials:

4'-(4-Butyl-6-chloro-2-methyl-pyrimidin-5-ylmethyl)-biphenyl-2-carbonitrile

[4-Butyl-5-(2'-cyano-biphenyl-4-ylmethyl)-2-methyl-6-oxo-6H-pyrimidin-1-yl]-acetic acid ethyl ester

6-n-butyl 5-<(2'-cyanobiphenyl-4-yl)methyl>-2,3-dimethylpyrimidin-4(3H)-one

2-[4-Butyl-5-(2'-cyano-biphenyl-4-ylmethyl)-2-methyl-6-oxo-6H-pyrimidin-1-ylmethyl]-thiophene-3-carboxylic acid methyl ester