N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide

Base Information

Chemical Name:N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide
CAS No.:1328624-23-2
Molecular Formula:C₂₃H₁₉ClN₆O₃
Molecular Weight:462.895
Hs Code.:

Synonyms:N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide

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Chemical Property of N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide

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Technology Process of N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide

There total 6 articles about N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide 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: 36.0%

: 1328624-29-8
5-(3-(aminomethyl)isooxazol-5-yl)-N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)pyrimidin-4-amine

: 79-10-7
acrylic acid

: 1328624-23-2
N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide

Guidance literature:: acrylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.166667h;

5-(3-(aminomethyl)isooxazol-5-yl)-N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)pyrimidin-4-amine; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 1328624-25-4
N-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-5-iodopyrimidin-4-amine

: 1328624-23-2
N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 24 h / 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: N-chloro-succinimide; pyridine / tetrahydrofuran / 2 h / 70 °C

3.2: 12 h / 70 °C

4.1: hydrazine hydrate / ethanol / 1 h / 70 °C

5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.17 h / 20 °C

5.2: 3 h / 20 °C

With pyridine; N-chloro-succinimide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; ethanol; dichloromethane;

Reference yield:

: 524955-09-7
3-chloro-4-(2-pyridylmethoxy)aniline

: 1328624-23-2
N-((5-(4-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)pyrimidin-5-yl)isooxazol-3-yl)methyl)acrylamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: isopropyl alcohol / 2 h / 100 °C

2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 24 h / 20 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

4.1: N-chloro-succinimide; pyridine / tetrahydrofuran / 2 h / 70 °C

4.2: 12 h / 70 °C

5.1: hydrazine hydrate / ethanol / 1 h / 70 °C

6.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.17 h / 20 °C

6.2: 3 h / 20 °C

With pyridine; N-chloro-succinimide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; ethanol; dichloromethane; isopropyl alcohol;