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

Base Information

Chemical Name: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
CAS No.:1289648-83-4
Molecular Formula:C₂₇H₂₆ClFN₄O₃
Molecular Weight:508.98
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 68.0%

: 1289648-82-3
3-(benzyloxy)-2-(4-chloro-5-(4-fluorobenzyl)-1H-imidazol-2-yl)-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

: 74-88-4
methyl iodide

: 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

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

Guidance literature:: 3-(benzyloxy)-2-(4-chloro-5-(4-fluorobenzyl)-1H-imidazol-2-yl)-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.166667h;

methyl iodide; In tetrahydrofuran; mineral oil; for 2h;
DOI:10.1016/j.bmcl.2019.126784

Reference yield: 68.0%

: 1289648-82-3
3-(benzyloxy)-2-(4-chloro-5-(4-fluorobenzyl)-1H-imidazol-2-yl)-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

: 74-88-4
methyl iodide

: 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

Guidance literature:: 3-(benzyloxy)-2-(4-chloro-5-(4-fluorobenzyl)-1H-imidazol-2-yl)-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.166667h;

methyl iodide; In tetrahydrofuran; mineral oil; for 2.5h;

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

: 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

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: triethylamine / dichloromethane / 1 h

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

3.2: 4 h

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

4.2: 2.5 h

With tetrachloromethane; oxalyl dichloride; sodium hydride; triethylamine; triphenylphosphine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; acetonitrile; mineral oil;