3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride

Base Information

Chemical Name:3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride
CAS No.:1152131-95-7
Molecular Formula:C₂₈H₂₀ClFN₄O₄*ClH
Molecular Weight:567.404
Hs Code.:

Synonyms:3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride

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Chemical Property of 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride

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Technology Process of 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride

There total 12 articles about 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride 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: 60.0%

: 1152131-83-3
3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-(tetrahydropyran-2-yloxy)acrylamide

: 1152131-95-7
3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride

Guidance literature:: With hydrogenchloride; In methanol; water; at 20 ℃;

Reference yield:

: 98556-31-1
4-chloro-6-iodoquinazoline

: 1152131-95-7
3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1 h / Heating; Inert atmosphere

2.1: bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate / 1,2-dimethoxyethane; ethanol; water / 60 °C / Inert atmosphere

3.1: triethylamine; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / 0.5 h / 20 °C / Inert atmosphere

4.2: pH 7 / Inert atmosphere

5.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

6.1: hydrogenchloride; water / methanol / 48 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis(triphenylphosphine)palladium(II) dichloride; water; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; sodium hydroxide; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 2.1: Suzuki coupling / 3.1: Wittig reaction;
DOI:10.1021/jm100665z

Reference yield:

: 16064-08-7
6-iodo-1H-quinazolin-4-one

: 1152131-95-7
3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-hydroxyacrylamide hydrochloride

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine; trichlorophosphate / toluene / 2 h / Heating; Inert atmosphere

2.1: 1 h / Heating; Inert atmosphere

3.1: bis(triphenylphosphine)palladium(II) dichloride; sodium carbonate / 1,2-dimethoxyethane; ethanol; water / 60 °C / Inert atmosphere

4.1: triethylamine; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / 0.5 h / 20 °C / Inert atmosphere

5.2: pH 7 / Inert atmosphere

6.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

7.1: hydrogenchloride; water / methanol / 48 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis(triphenylphosphine)palladium(II) dichloride; water; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; sodium hydroxide; trichlorophosphate; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3.1: Suzuki coupling / 4.1: Wittig reaction;
DOI:10.1021/jm100665z