methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate

Base Information

• Chemical Name: methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate
• CAS No.: 1141472-89-0
• Molecular Formula: C₂₈H₂₆FN₃O₅
• Molecular Weight: 503.53
• Mol file: 1141472-89-0.mol

Synonyms:methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate

Chemical Property of methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate

There total 12 articles about methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate 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:

2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl chloride (1141475-56-0) + β-alanine methylester hydrochloride (92901-20-7) → methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate (1141472-89-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/cmdc.201402557

Reference yield:

2-fluoro-4-{5-[2-(methoxymethyl)-2’-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoic acid (1141471-95-5) → methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate (1141472-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/cmdc.201402557

Reference yield:

4-Bromo-3-methylbenzoic acid methyl ester (148547-19-7) → methyl N-(2-fluoro-4-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-beta-alaninate (1141472-89-0)

Guidance literature:

Multi-step reaction with 9 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chloroform / 48 h / 70 °C / Inert atmosphere

2: 96 h / Reflux

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 1 h / 110 °C / Inert atmosphere

4: sodium hydroxide / ethanol / 1 h / 60 °C

5: oxalyl dichloride / toluene; N,N-dimethyl-formamide / 3 h / 20 °C

6: pyridine / toluene / 36 h / 20 °C / Inert atmosphere; Reflux

7: sodium hydroxide / methanol; tetrahydrofuran / 12 h / 20 °C

8: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C

9: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

With pyridine; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene;

DOI:10.1002/cmdc.201402557

upstream raw materials:

2-fluoro-4-{5-[2-(methoxymethyl)-2’-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoic acid

4-Bromo-3-methylbenzoic acid methyl ester

methyl 4-bromo-3-(bromomethyl)benzoate

methyl 4-bromo-3-(methoxymethyl)benzoate

Downstream raw materials:

N-(2-fluoro-4-{5-[2-(methoxymethyl)-2’-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzoyl)-β-alanine