N₁,N₁-diethyl-N₂-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide

Base Information

• Chemical Name: N₁,N₁-diethyl-N₂-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide
• CAS No.: 1370588-65-0
• Molecular Formula: C₂₂H₂₈FN₅O₅
• Molecular Weight: 461.493

Synonyms:N₁,N₁-diethyl-N₂-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide

Chemical Property of N₁,N₁-diethyl-N₂-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide

Chemical Property:

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Technology Process of N₁,N₁-diethyl-N₂-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide

There total 5 articles about N₁,N₁-diethyl-N₂-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide 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: 59.0%

methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-6-methoxypyrimidine-4-carboxylate (1370588-64-9) + para-fluorobenzylamine (140-75-0) → N1,N1-diethyl-N2-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide (1370588-65-0)

Guidance literature:

methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-6-methoxypyrimidine-4-carboxylate; para-fluorobenzylamine; In methanol; for 20h; Reflux; Inert atmosphere;

With sodium hydroxide;

With hydrogenchloride; In water; at 0 ℃; pH=2;

DOI:10.1016/j.ejmech.2012.02.015

Reference yield:

methyl 5-(benzoyloxy)-2-(2-(benzyloxycarbonylamino)propan-2-yl)-6-methoxypyrimidine-4-carboxylate (857664-99-4) → N1,N1-diethyl-N2-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide (1370588-65-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 3 h / 760.05 Torr

2.1: triethylamine / dichloromethane; N,N-dimethyl-formamide / 2.25 h

3.1: methanol / 20 h / Reflux; Inert atmosphere

3.3: 0 °C / pH 2

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; triethylamine; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.02.015

Reference yield:

2-(diethylamino)-2-oxoacetyl chloride (87039-68-7) → N1,N1-diethyl-N2-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)oxalamide (1370588-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane; N,N-dimethyl-formamide / 2.25 h

2.1: methanol / 20 h / Reflux; Inert atmosphere

2.3: 0 °C / pH 2

With triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2012.02.015

upstream raw materials:

methyl 5-(benzoyloxy)-2-(2-(benzyloxycarbonylamino)propan-2-yl)-6-methoxypyrimidine-4-carboxylate

2-[5-(benzoyloxy)-4-(methoxycarbonyl)-6-methoxypyrimidin-2-yl]propan-2-amine hydrochloride

methyl 5-(benzoyloxy)-2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-6-methoxypyrimidine-4-carboxylate

para-fluorobenzylamine

Downstream raw materials:

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-6-methoxypyrimidin-5-yl 2,4,6-trimethylbenzenesulfonate

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-6-methoxypyrimidin-5-yl benzoate

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-6-methoxypyrimidin-5-yl methanesulfonate

2-(2-(2-(diethylamino)-2-oxoacetamido)propan-2-yl)-4-(4-fluorobenzylcarbamoyl)-6-methoxypyrimidin-5-yl acetate

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