(R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione

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Chemical Name:(R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione
CAS No.:1386998-17-9
Molecular Formula:C₁₉H₁₉ClFN₃OS
Molecular Weight:391.897
Hs Code.:

Synonyms:(R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione

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Chemical Property of (R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione

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Technology Process of (R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione

There total 17 articles about (R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione 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: 73.0%

: 1386998-16-8
(R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-one

: 1386998-17-9
(R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione

Guidance literature:: With Lawessons reagent; In 1,4-dioxane; at 80 ℃; for 3h;

Reference yield:

: 1266785-04-9
(5R)-5-(5-bromo-2-fluorophenyl)-5-methylmorpholin-3-one

: 1386998-17-9
(R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione

Guidance literature:: Multi-step reaction with 3 steps

1: sodium t-butanolate; tert-butyl XPhos / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / toluene / 18 h / 105 °C

2: nido-decaborane / dichloromethane; methanol / 22 h / 20 °C

3: Lawessons reagent / 1,4-dioxane / 3 h / 80 °C

With Lawessons reagent; nido-decaborane; sodium t-butanolate; tert-butyl XPhos; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; methanol; dichloromethane; toluene;

Reference yield:

: 146328-85-0
5-bromo-2-fluoro-benzoic acid

: 1386998-17-9
(R)-5-[5-((RS)-3-chloro-6,7-dihydro-5H-[1]pyrindin-7-ylamino)-2-fluoro-phenyl]-5-methyl-morpholin-3-thione

Guidance literature:: Multi-step reaction with 12 steps

1: N,0-dimethylhydroxylamine; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / dichloromethane / 16 h / 20 °C

2: methylmagnesium chloride / tetrahydrofuran / 0.33 h / 12 - 16 °C / Reflux

3: potassium cyanide / ethanol / 16 h / 120 °C / Autoclave

4: sodium hydroxide / water

5: thionyl chloride

6: lithium aluminium tetrahydride / tetrahydrofuran

7: acetonitrile

8: Reprosil Chiral NR / dichloromethane / Resolution of racemate

9: potassium tert-butylate

10: sodium t-butanolate; tert-butyl XPhos / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex / toluene / 18 h / 105 °C

11: nido-decaborane / dichloromethane; methanol / 22 h / 20 °C

12: Lawessons reagent / 1,4-dioxane / 3 h / 80 °C

With Lawessons reagent; potassium cyanide; lithium aluminium tetrahydride; thionyl chloride; nido-decaborane; potassium tert-butylate; methylmagnesium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; sodium t-butanolate; N,0-dimethylhydroxylamine; tert-butyl XPhos; dmap; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; toluene; acetonitrile;