Technology Process of 4-[(6-{4-[(cyclopropylmethyl)carbamoyl]phenyl}[1,2,4]triazolo[1,5-a]pyridin-2-yl)amino]-3-ethoxy-N-ethylbenzamide
There total 5 articles about 4-[(6-{4-[(cyclopropylmethyl)carbamoyl]phenyl}[1,2,4]triazolo[1,5-a]pyridin-2-yl)amino]-3-ethoxy-N-ethylbenzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4-bromo-3-ethoxy-N-ethylbenzamide; 4-(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)-N-(cyclopropylmethyl)benz-amide;
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
1-methyl-pyrrolidin-2-one; toluene;
at 20 ℃;
for 0.0833333h;
Inert atmosphere;
With
sodium t-butanolate;
In
1-methyl-pyrrolidin-2-one; toluene;
for 2h;
Inert atmosphere;
Reflux;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C
2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
2.2: pH 4
3.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C
4.1: dichloromethane / 3 h / 20 °C
5.1: 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; 1-methyl-pyrrolidin-2-one / 0.08 h / 20 °C / Inert atmosphere
5.2: 2 h / Inert atmosphere; Reflux
With
oxalyl dichloride; water; potassium carbonate; lithium hydroxide;
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
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
1.2: pH 4
2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C
3.1: dichloromethane / 3 h / 20 °C
4.1: 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; 1-methyl-pyrrolidin-2-one / 0.08 h / 20 °C / Inert atmosphere
4.2: 2 h / Inert atmosphere; Reflux
With
oxalyl dichloride; water; lithium hydroxide;
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
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; toluene;
