8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Base Information

• Chemical Name: 8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide
• CAS No.: 1403458-46-7
• Molecular Formula: C₂₆H₂₈FN₃O₄
• Molecular Weight: 465.524

Synonyms:8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Chemical Property of 8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

Chemical Property:

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Technology Process of 8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

There total 11 articles about 8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide 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:

8-(1-(4-fluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide (1403458-44-5) → 8-[(2S)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide (1403458-45-6) + 8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide (1403458-46-7)

Guidance literature:

With merck chiralpak IC; In methanol; acetonitrile; Resolution of racemate;

Reference yield:

methyl 8-[(2R)-(l-(4-fluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylate (1403458-80-9) + dimethyl amine (124-40-3) → 8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide (1403458-46-7)

Guidance literature:

methyl 8-[(2R)-(l-(4-fluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylate; With sodium hydroxide; In methanol;

dimethyl amine; With N-ethyl-N,N-diisopropylamine; at 20 ℃;

DOI:10.1016/j.bmcl.2017.03.027

Reference yield:

N,N-dimethyl-2-morpholino-4-oxo-8-(pyrrolidin-2-yl)-4H-chromene-6-carboxamide (1403458-79-6) + 1-Bromo-4-fluorobenzene (460-00-4) → 8-[(2S)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide (1403458-45-6) + 8-[(2R)-1-(4-fluorophenyl)pyrrolidin-2-yl]-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide (1403458-46-7)

Guidance literature:

N,N-dimethyl-2-morpholino-4-oxo-8-(pyrrolidin-2-yl)-4H-chromene-6-carboxamide; 1-Bromo-4-fluorobenzene; With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 16h;

Resolution of racemate;

DOI:10.1016/j.bmcl.2017.03.027

upstream raw materials:

8-(1-(4-fluorophenyl)pyrrolidin-2-yl)-N,N-dimethyl-2-morpholino-4-oxo-4H-chromene-6-carboxamide

methyl 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylate

8-bromo-N,N-dimethyl-2-(morpholin-4-yl)-4-oxo-4H-chromene-6-carboxamide

tert-butyl 2-(6-(dimethylcarbamoyl)-2-morpholino-4-oxo-4H-chromen-8-yl)-1H-pyrrole-1-carboxylate

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