N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide

Base Information

Chemical Name:N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide
CAS No.:1092391-88-2
Molecular Formula:C₂₃H₂₂N₆O₃S
Molecular Weight:462.532
Hs Code.:

Synonyms:N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide

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Chemical Property of N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide

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Technology Process of N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide

There total 10 articles about N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide 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: 87.0%

: 1092394-73-4
N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide

: 113366-73-7
2,5-dimethyl-1,3-thiazole-4-carboxylic acid

: 1092391-88-2
N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide

Guidance literature:: 2,5-dimethyl-1,3-thiazole-4-carboxylic acid; With thionyl chloride; oxalyl dichloride; In tetrahydrofuran; at 20 ℃; for 2h;

N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide; In N,N-dimethyl acetamide; at 20 ℃; for 2h;

With water; sodium hydrogencarbonate; In N,N-dimethyl acetamide;

Reference yield: 87.0%

: 207849-75-0
2,5-dimethyl-4-thiazolecarbonyl chloride

: 1092394-73-4
N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide

: 1092391-88-2
N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide

Guidance literature:: In N,N-dimethyl acetamide; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.bmc.2013.04.042

Reference yield:

: 1092394-22-3
tert-butyl {2-methyl-5-[(6-nitropyridin-3-yl)oxy]phenyl}carbamate

: 1092391-88-2
N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-2,5-dimethyl-1,3-thiazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: palladium on activated charcoal; hydrogen / methanol / 12 h / 20 °C

2: dimethyl sulfoxide / 15 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; hydroxylamine hydrochloride / ethanol; methanol

4: N,N-dimethyl acetamide / 2 h / 20 °C

5: trifluoroacetic acid / 0.5 h / 0 °C

6: N,N-dimethyl acetamide / 2 h / 0 - 20 °C

With palladium on activated charcoal; hydroxylamine hydrochloride; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; ethanol; N,N-dimethyl acetamide; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2013.04.042