N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide

Base Information

• Chemical Name: N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide
• CAS No.: 1403330-57-3
• Molecular Formula: C₃₄H₃₅FN₆O₃
• Molecular Weight: 594.689
• Mol file: 1403330-57-3.mol

Synonyms:N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide

Chemical Property of N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide

There total 3 articles about N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide 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: 20.0%

N,N-diethyl-4-iodo-3-isopropoxybenzamide (1160240-80-1) + N-[4-(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl]-2-(4-fluorophenyl)-acetamide (1352620-72-4) → N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide (1403330-57-3)

Guidance literature:

With sodium t-butanolate; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; In toluene; at 130 ℃; for 8h;

Reference yield:

3-hydroxy-4-iodobenzoic acid (58123-77-6) → N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide (1403330-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.17 h / 0 °C

1.2: 1.5 h / 20 °C

2.1: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 0.5 h / 150 °C / Microwave irradiation

3.1: sodium t-butanolate / XPhos; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct / toluene / 8 h / 130 °C

With oxalyl dichloride; potassium carbonate; sodium t-butanolate; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; N,N-dimethyl-formamide; XPhos; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

N,N-diethyl-3-hydroxy-4-iodobenzamide (911228-76-7) → N,N-diethyl-4-{[6-(4-{[(4-fluorophenyl)acetyl]amino}phenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-isopropoxybenzamide (1403330-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 0.5 h / 150 °C / Microwave irradiation

2: sodium t-butanolate / XPhos; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct / toluene / 8 h / 130 °C

With potassium carbonate; sodium t-butanolate; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; In N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

3-hydroxy-4-iodobenzoic acid

N,N-diethyl-3-hydroxy-4-iodobenzamide

N,N-diethyl-4-iodo-3-isopropoxybenzamide

N-[4-(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl]-2-(4-fluorophenyl)-acetamide

Refernces