2-(5-(4-fluorobenzyl)-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 Name:2-(5-(4-fluorobenzyl)-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one
CAS No.:1289649-20-2
Molecular Formula:C₁₉H₁₉FN₄O₃
Molecular Weight:370.383
Hs Code.:

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

There total 4 articles about 2-(5-(4-fluorobenzyl)-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: 36.0%

: 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

: 1289649-20-2
2-(5-(4-fluorobenzyl)-1H-imidazol-2-yl)-3-hydroxy-9,9-dimethyl-6,7-dihydropyrimido[2,1-c][1,4]oxazin-4(9H)-one

Guidance literature:: With formic acid; palladium 10% on activated carbon; In methanol; at 40 ℃; for 7h; Inert atmosphere;
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

: 1289649-20-2
2-(5-(4-fluorobenzyl)-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 2 steps

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

2: formic acid; palladium 10% on activated carbon / methanol / 7 h / 40 °C / Inert atmosphere

With tetrachloromethane; formic acid; palladium 10% on activated carbon; triphenylphosphine; In methanol; acetonitrile;
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

: 1289649-20-2
2-(5-(4-fluorobenzyl)-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 4 steps

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

2: triethylamine / dichloromethane / 1 h

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

4: formic acid; palladium 10% on activated carbon / methanol / 7 h / 40 °C / Inert atmosphere

With tetrachloromethane; formic acid; oxalyl dichloride; palladium 10% on activated carbon; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2019.126784