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

Base Information

Chemical Name:3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-(tetrahydropyran-2-yloxy)acrylamide
CAS No.:1152131-83-3
Molecular Formula:C₃₃H₂₈ClFN₄O₅
Molecular Weight:615.061
Hs Code.:

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

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

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

There total 11 articles about 3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]-N-(tetrahydropyran-2-yloxy)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: 78.0%

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 1152131-79-7
3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid

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

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 1257665-55-6
3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: pH 7 / Inert atmosphere

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

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm100665z