2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Base Information

Chemical Name:2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one
CAS No.:1289649-07-5
Molecular Formula:C₂₀H₂₁FN₄O₃
Molecular Weight:384.41
Hs Code.:

Synonyms:2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

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Chemical Property of 2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

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Technology Process of 2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

There total 5 articles about 2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one 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: 53.0%

: 1289648-83-4
3-(benzyloxy)-2-(4-chloro-5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

: 1289649-07-5
2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Guidance literature:: With palladium 10% on activated carbon; ammonium formate; In ethanol; for 4h;
DOI:10.1016/j.bmcl.2019.126784

Reference yield:

: 870562-18-8
3-(benzyloxy)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxylic acid

: 1289649-07-5
2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h

2.1: triethylamine / dichloromethane / 1 h

3.1: tetrachloromethane; triphenylphosphine / acetonitrile / 18 h / 45 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h

4.2: 2 h

5.1: palladium 10% on activated carbon; ammonium formate / ethanol / 4 h

With tetrachloromethane; oxalyl dichloride; palladium 10% on activated carbon; ammonium formate; sodium hydride; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile; mineral oil;
DOI:10.1016/j.bmcl.2019.126784

Reference yield:

: 1289648-81-2
3-(benzyloxy)-N-(1-cyano-2-(4-fluorophenyl)ethyl)-9,9-dimethyl-4-oxo-4,6,7,9-tetrahydropyrimido[2,1-c][1,4]oxazine-2-carboxamide

: 1289649-07-5
2-(5-(4-fluorobenzyl)-1-methyl-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrachloromethane; triphenylphosphine / acetonitrile / 18 h / 45 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h

2.2: 2 h

3.1: palladium 10% on activated carbon; ammonium formate / ethanol / 4 h

With tetrachloromethane; palladium 10% on activated carbon; ammonium formate; sodium hydride; triphenylphosphine; In tetrahydrofuran; ethanol; acetonitrile; mineral oil;
DOI:10.1016/j.bmcl.2019.126784