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

Base Information

• Chemical Name: N₃'-cyclopropyl-N₄-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N₂-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide
• CAS No.: 913002-22-9
• Molecular Formula: C₃₃H₄₂FN₅O₃S
• Molecular Weight: 607.793

Synonyms:N₃'-cyclopropyl-N₄-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N₂-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide

Chemical Property of N₃'-cyclopropyl-N₄-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N₂-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide

Chemical Property:

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Technology Process of N₃'-cyclopropyl-N₄-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N₂-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide

There total 12 articles about N₃'-cyclopropyl-N₄-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N₂-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide 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:

5'-[(cyclopropylamino)carbonyl]-3'-fluoro-2'-methyl-2-[(1,3-thiazol-2-ylamino)carbonyl]-4-biphenylcarboxylic acid (913002-80-9) + 3-dibutylaminopropylamine (102-83-0) → N3'-cyclopropyl-N4-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N2-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide (913002-22-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 120h;

Reference yield:

4-bromo-3-formyl-benzoic acid methyl ester (858124-35-3) → N3'-cyclopropyl-N4-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N2-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide (913002-22-9)

Guidance literature:

Multi-step reaction with 5 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

4: lithium hydroxide; water / tetrahydrofuran / 18 h / 20 °C

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 120 h / 20 °C

With dmap; lithium hydroxide; sodium chlorite; potassium dihydrogenphosphate; water; dihydrogen peroxide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium sulfite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 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) → N3'-cyclopropyl-N4-[3-(dibutylamino)propyl]-5'-fluoro-6'-methyl-N2-1,3-thiazol-2-yl-2,3',4-biphenyltricarboxamide (913002-22-9)

Guidance literature:

Multi-step reaction with 5 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

4: lithium hydroxide; water / tetrahydrofuran / 18 h / 20 °C

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 120 h / 20 °C

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

upstream raw materials:

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

3-dibutylaminopropylamine

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

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