[2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

Base Information

Chemical Name:[2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone
CAS No.:1367454-83-8
Molecular Formula:C₂₈H₂₈FN₅O
Molecular Weight:469.562
Hs Code.:

Synonyms:[2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

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Chemical Property of [2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

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Technology Process of [2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

There total 9 articles about [2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone 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: 22.0%

: 1367455-83-1
[2-amino-6-(2-chloromethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

: 109-89-7
diethylamine

: 1367454-83-8
[2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

Guidance literature:: With caesium carbonate; In acetonitrile; at 80 ℃; for 16h;

Reference yield:

: 59142-68-6
2-bromo-4-fluorobenzaldehyde

: 1367454-83-8
[2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

Guidance literature:: Multi-step reaction with 4 steps

1: methanol; sodium tetrahydroborate / 1 h / 22 °C

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; N,N-dimethyl-formamide / 0.5 h / 120 °C / Inert atmosphere; Microwave irradiation

3: thionyl chloride / dichloromethane / 2 h / 25 °C

4: caesium carbonate / acetonitrile / 16 h / 80 °C

With methanol; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium tetrahydroborate; thionyl chloride; sodium carbonate; caesium carbonate; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 2: |Suzuki Coupling;

Reference yield:

: 20780-76-1
5-iodoisatin

: 1367454-83-8
[2-amino-6-(2-diethylaminomethyl-5-fluorophenyl)quinazolin-4-yl]-(1,3-dihydroisoindol-2-yl)methanone

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 16 h / 10 - 23 °C

2: tetrahydrofuran / 0.5 h / 25 °C

3: cesium fluoride / acetonitrile / 0.33 h / 20 °C / Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / ethanol; water / 1 h / 100 °C / Inert atmosphere

5: thionyl chloride / dichloromethane / 2 h / 25 °C

6: caesium carbonate / acetonitrile / 16 h / 80 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; thionyl chloride; potassium carbonate; caesium carbonate; cesium fluoride; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; 4: |Suzuki Coupling;