N₁-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide

Base Information

• Chemical Name: N₁-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide
• CAS No.: 1188424-93-2
• Molecular Formula: C₂₃H₂₆FN₅O₅
• Molecular Weight: 471.488

Synonyms:N₁-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide

Chemical Property of N₁-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide

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Technology Process of N₁-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide

There total 11 articles about N₁-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide 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: 49.0%

N,N-dimethyloxamic acid (32833-96-8) + 10-amino-N-(4-fluorobenzyl)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepine-2-carboxamide (1188424-55-6) → N1-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide (1188424-93-2)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2020.115541

Reference yield: 13.0%

monomethyl oxalyl chloride (5781-53-3) + 10-amino-N-(4-fluorobenzyl)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepine-2-carboxamide (1188424-55-6) + dimethyl amine (124-40-3) → N1-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide (1188424-93-2)

Guidance literature:

monomethyl oxalyl chloride; 10-amino-N-(4-fluorobenzyl)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepine-2-carboxamide; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16h;

dimethyl amine; In methanol; ethanol; at 85 ℃; for 2h;

Reference yield:

10-((dimethylamino(oxo)acetyl)amino)-2-(4-fluorobenzylcarbamoyl)-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepin-3-yl methanesulfonate hydrochloride (1239018-78-0) → N1-(2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)-N,N-dimethyloxalamide (1188424-93-2)

Guidance literature:

10-((dimethylamino(oxo)acetyl)amino)-2-(4-fluorobenzylcarbamoyl)-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepin-3-yl methanesulfonate hydrochloride; With water; sodium hydroxide; In isopropyl alcohol; at 20 ℃; for 1h;

With 1-hydroxy-1,1,2-ethanetricarboxylic acid; In water; ethyl acetate;

upstream raw materials:

monomethyl oxalyl chloride

10-amino-N-(4-fluorobenzyl)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepine-2-carboxamide

dimethyl amine

10-((dimethylamino(oxo)acetyl)amino)-2-(4-fluorobenzylcarbamoyl)-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a]azepin-3-yl methanesulfonate hydrochloride

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