4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline

Base Information

Chemical Name:4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline
CAS No.:1441145-46-5
Molecular Formula:C₂₄H₂₇ClFN₅O₃
Molecular Weight:487.961
Hs Code.:

Synonyms:4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline

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Chemical Property of 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline

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Technology Process of 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline

There total 6 articles about 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline 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: 68.0%

: 3-[4-({4-(3-chloro-2-fluoroanilino)-7-methoxyquinazolin-6-yl}oxy)piperidin-1-yl]propionic acid dihydrochloride

: 74-89-5
methylamine

: 1441145-46-5
4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ml400146c

Reference yield:

: 230955-75-6
6-acetoxy-4-chloro-7-methoxyquinazoline

: 1441145-46-5
4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline

Guidance literature:: Multi-step reaction with 7 steps

1: isopropyl alcohol / 3 h / 80 °C / Inert atmosphere

2: ammonium hydroxide / methanol / 2 h / 50 °C / Inert atmosphere

3: cesium fluoride / N,N-dimethyl acetamide / 12 h / 85 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

5: methanol / 18 h / 20 °C / Inert atmosphere

6: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C / Inert atmosphere

7: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; ammonium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; isopropyl alcohol;
DOI:10.1021/ml400146c

Reference yield:

: 612501-80-1
4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl acetate monohydrochloride

: 1441145-46-5
4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[1-(N-methylcarbamoylethyl)piperidin-4-yl]oxy}quinazoline

Guidance literature:: Multi-step reaction with 6 steps

1: ammonium hydroxide / methanol / 2 h / 50 °C / Inert atmosphere

2: cesium fluoride / N,N-dimethyl acetamide / 12 h / 85 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: methanol / 18 h / 20 °C / Inert atmosphere

5: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C / Inert atmosphere

6: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; ammonium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; cesium fluoride; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide;
DOI:10.1021/ml400146c