4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate

Base Information

Chemical Name:4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate
CAS No.:1370588-55-8
Molecular Formula:C₂₁H₂₃FN₆O₇S
Molecular Weight:522.514
Hs Code.:

Synonyms:4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate

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Chemical Property of 4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate

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Technology Process of 4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate

There total 4 articles about 4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate 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: 81.0%

: 1370588-48-9
N-(2-(4-(4-fluorobenzylcarbamoyl)-5-hydroxy-6-methoxypyrimidin-2-yl)propan-2-yl)-5-methyl-1,3,4-oxadiazole-2-carboxamide

: 124-63-0
methanesulfonyl chloride

: 1370588-55-8
4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.ejmech.2012.02.015

Reference yield:

: methyl 2-(2(((benzyloxy)carbonyl)amino)propan-2-yl)-5,6-dihydroxy-1,6-dihydropyrimidine-4-carboxylate

: 1370588-55-8
4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / 10 h / 20 °C

2.1: lithium hydride / 1,4-dioxane / 1 h / 40 °C

2.2: 3 h / 60 °C

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

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

5.1: methanol / 20 h / Reflux; Inert atmosphere

5.3: 0 °C / pH 2

6.1: triethylamine / dichloromethane / 3 h / 20 °C

With pyridine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; lithium hydride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2012.02.015

Reference yield:

: 857664-99-4
methyl 5-(benzoyloxy)-2-(2-(benzyloxycarbonylamino)propan-2-yl)-6-methoxypyrimidine-4-carboxylate

: 1370588-55-8
4-(4-fluorobenzylcarbamoyl)-6-methoxy-2-(2-(5-methyl-1,3,4-oxadiazole-2-carboxamido)propan-2-yl)pyrimidin-5-yl methanesulfonate

Guidance literature:: Multi-step reaction with 4 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

4.1: triethylamine / dichloromethane / 3 h / 20 °C

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