methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate

Base Information

• Chemical Name: methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate
• CAS No.: 913002-79-6
• Molecular Formula: C₂₃H₂₀FN₃O₄S
• Molecular Weight: 453.494
• Mol file: 913002-79-6.mol

Synonyms:methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate

Chemical Property of methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate

There total 11 articles about methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate 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: 100.0%

2-thiazolylamine (96-50-4) + 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-4-[(methyloxy)carbonyl]-2-biphenylcarboxylic acid (913002-78-5) → methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate (913002-79-6)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 48h;

Reference yield:

4-bromo-3-formyl-benzoic acid methyl ester (858124-35-3) → methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate (913002-79-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 7 h / 90 °C

2: sodium chlorite; potassium dihydrogenphosphate; dihydrogen peroxide; sodium sulfite / water; acetonitrile / 0.5 h / 0 - 20 °C

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 48 h / 20 °C

With dmap; sodium chlorite; potassium dihydrogenphosphate; dihydrogen peroxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium sulfite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

N-cyclopropyl-5-fluoro-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzamide (585544-29-2) → methyl 5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylate (913002-79-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 7 h / 90 °C

2: sodium chlorite; potassium dihydrogenphosphate; dihydrogen peroxide; sodium sulfite / water; acetonitrile / 0.5 h / 0 - 20 °C

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 48 h / 20 °C

With dmap; sodium chlorite; potassium dihydrogenphosphate; dihydrogen peroxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium sulfite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

2-thiazolylamine

5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-4-[(methyloxy)carbonyl]-2-biphenylcarboxylic acid

4-bromo-3-formyl-benzoic acid methyl ester

N-cyclopropyl-5-fluoro-4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzamide

Downstream raw materials:

N₃'-cyclopropyl-5'-fluoro-6'-methyl-N₄-[(1R)-1-phenylethyl]-N₂-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide