N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide

Base Information

Chemical Name:N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide
CAS No.:1092392-54-5
Molecular Formula:C₂₄H₂₂N₆O₃
Molecular Weight:442.477
Hs Code.:

Synonyms:N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide

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Chemical Property of N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide

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Technology Process of N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide

There total 11 articles about N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-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: 13.0%

: 1092392-53-4
3-methyl-N-[3-({2-[(morpholin-4-ylacetyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]pyridine-2-carboxamide

: 765-30-0
Cyclopropylamine

: 1092392-54-5
N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide

Guidance literature:: 3-methyl-N-[3-({2-[(morpholin-4-ylacetyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]pyridine-2-carboxamide; With N-ethyl-N,N-diisopropylamine; 2,2,2-Trichloroethyl chloroformate; In tetrahydrofuran; at 20 ℃; for 0.5h;

Cyclopropylamine; In N,N-dimethyl acetamide; at 80 ℃; for 22h;

Reference yield:

: 4021-07-2
3-methyl-pyridine-2-carboxylic acid

: 1092392-54-5
N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 3 h / 20 °C

1.2: 13 h / 20 °C

2.1: dimethyl sulfoxide / 12 h / 20 °C

3.1: pyridine / 2 h / 80 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

4.2: 71 h / 20 °C

5.1: trifluoroacetic anhydride / tetrahydrofuran / 2 h / 20 °C

5.2: 19 h / 20 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 21 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; 2,2,2-Trichloroethyl chloroformate / tetrahydrofuran / 0.5 h / 20 °C

7.2: 22 h / 80 °C

With pyridine; oxalyl dichloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; 2,2,2-Trichloroethyl chloroformate; N,N-dimethyl-formamide; In tetrahydrofuran; N,N-dimethyl acetamide; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 39856-50-3
5-bromo2-nitropyridine

: 1092392-54-5
N-[3-({2-[(cyclopropylcarbamoyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-3-methylpyridine-2-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 15 h / 50 °C

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

3.1: oxalyl dichloride / N,N-dimethyl-formamide / tetrahydrofuran / 3 h / 20 °C

3.2: 13 h / 20 °C

4.1: dimethyl sulfoxide / 12 h / 20 °C

5.1: pyridine / 2 h / 80 °C

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

6.2: 71 h / 20 °C

7.1: trifluoroacetic anhydride / tetrahydrofuran / 2 h / 20 °C

7.2: 19 h / 20 °C

8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 21 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine; 2,2,2-Trichloroethyl chloroformate / tetrahydrofuran / 0.5 h / 20 °C

9.2: 22 h / 80 °C

With pyridine; oxalyl dichloride; hydrogen; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; 2,2,2-Trichloroethyl chloroformate; palladium on activated charcoal; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; dimethyl sulfoxide; N,N-dimethyl-formamide;