N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Base Information

Chemical Name:N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide
CAS No.:1092392-32-9
Molecular Formula:C₂₂H₂₀N₆O₃S
Molecular Weight:448.505
Hs Code.:

Synonyms:N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

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Chemical Property of N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

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Technology Process of N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

There total 8 articles about N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-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: 56.0%

: 1092392-31-8
N-{3-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 1092392-32-9
N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Guidance literature:: N-{3-[(2-amino[1,3]thiazolo[5,4-b]pyridin-5-yl)oxy]phenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide; cyclopropanecarboxylic acid chloride; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 12h;

With sodium carbonate; In methanol; water;
DOI:10.1016/j.bmc.2013.04.042

Reference yield:

: 1005788-41-9
N-(3-hydroxyphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

: 1092392-32-9
N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 15 h / 60 °C

2: palladium on activated charcoal; hydrogen / methanol / 5 h / 20 °C

3: bromine / acetic acid / 17 h / 0 - 20 °C

4: triethylamine / tetrahydrofuran / 12 h / 0 - 20 °C

With palladium on activated charcoal; hydrogen; bromine; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.04.042

Reference yield:

: 1092394-40-5
1,3-dimethyl-N-{3-[(5-nitropyridin-2-yl)oxy]phenyl}-1H-pyrazole-5-carboxamide

: 1092392-32-9
N-[3-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}oxy)phenyl]-1,3-dimethyl-1H-pyrazole-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: palladium on activated charcoal; hydrogen / methanol / 5 h / 20 °C

2: bromine / acetic acid / 17 h / 0 - 20 °C

3: triethylamine / tetrahydrofuran / 12 h / 0 - 20 °C

With palladium on activated charcoal; hydrogen; bromine; triethylamine; In tetrahydrofuran; methanol; acetic acid;
DOI:10.1016/j.bmc.2013.04.042