N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

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Chemical Name:N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide
CAS No.:785818-08-8
Molecular Formula:C₂₀H₂₁N₃O₄
Molecular Weight:367.404
Hs Code.:

Synonyms:N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

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Chemical Property of N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

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Technology Process of N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

There total 6 articles about N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide 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: 80.0%

: 785818-01-1
N-[6-bromo-3,4-dihydro-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

: 785818-08-8
N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

Guidance literature:: N-[6-bromo-3,4-dihydro-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; bis(pinacol)diborane; In dimethyl sulfoxide; at 80 ℃; for 18h;

With dihydrogen peroxide; acetic acid; at 20 ℃; for 6h;
DOI:10.1002/hlca.200490122

Reference yield:

: 22223-49-0
methyl 2-amino-3-methylbenzoate

: 785818-08-8
N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / Br₂ / acetic acid / 0.5 h / 20 °C

2.1: 90 percent / dimethyl sulfone / 150 °C

3.1: 76 percent / Et₃N / N,N-dimethyl-acetamide / 3 h / 100 °C

4.1: 76 percent / NBS; AIBN / CCl₄ / 18 h / Heating

5.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

5.2: 80 percent / tetrahydrofuran / 24 h / 20 °C

6.1: [PdCl₂(dppf)]; AcOK; 4,4,4',4',5,5,5',5'-octamethyl[2,2'-bi[1,3,2]dioxaborolanyl] / dimethylsulfoxide / 18 h / 80 °C

6.2: 80 percent / H₂O₂; AcOH / 6 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); dimethylsulfone; bromine; potassium acetate; sodium hydride; triethylamine; bis(pinacol)diborane; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl acetamide; acetic acid; dimethyl sulfoxide;
DOI:10.1002/hlca.200490122

Reference yield:

: 206548-14-3
2-Amino-5-bromo-3-methyl-benzoic acid methyl ester

: 785818-08-8
N-[3,4-dihydro-6-hydroxy-4-oxo-8-(phenoxymethyl)quinazolin-2-yl]-2,2-dimethylpropanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / dimethyl sulfone / 150 °C

2.1: 76 percent / Et₃N / N,N-dimethyl-acetamide / 3 h / 100 °C

3.1: 76 percent / NBS; AIBN / CCl₄ / 18 h / Heating

4.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

4.2: 80 percent / tetrahydrofuran / 24 h / 20 °C

5.1: [PdCl₂(dppf)]; AcOK; 4,4,4',4',5,5,5',5'-octamethyl[2,2'-bi[1,3,2]dioxaborolanyl] / dimethylsulfoxide / 18 h / 80 °C

5.2: 80 percent / H₂O₂; AcOH / 6 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); dimethylsulfone; potassium acetate; sodium hydride; triethylamine; bis(pinacol)diborane; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl acetamide; dimethyl sulfoxide;
DOI:10.1002/hlca.200490122