(S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid

Base Information

Chemical Name:(S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid
CAS No.:1620483-76-2
Molecular Formula:C₂₇H₂₅FN₂O₅
Molecular Weight:476.504
Hs Code.:

Synonyms:(S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid

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Chemical Property of (S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid

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Technology Process of (S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid

There total 10 articles about (S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid 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:

: 180516-87-4
4-carboxyphenylboronic acid pinacol ester

: 1620483-76-2
(S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide; dichloromethane / 20 °C

2.1: potassium phosphate monohydrate / N,N-dimethyl-formamide / 0.17 h / Inert atmosphere

2.2: 6.08 h / 90 °C / Inert atmosphere; Sealed tube

With potassium phosphate monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 367-12-4
2-fluorophenol

: 1620483-76-2
(S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium methylate / methanol / Inert atmosphere

1.2: 3 h / 168 °C / Inert atmosphere

2.1: polyphosphoric acid / Inert atmosphere

2.2: 8 h / 160 °C / Inert atmosphere

3.1: sodium tetrahydroborate / methanol; dichloromethane / 2 h / 0 °C / Inert atmosphere

4.1: titanium tetrachloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.2: 3 h / 0 °C / Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 25 °C / Inert atmosphere

6.1: trichlorophosphate / 17.5 h / 25 - 100 °C / Inert atmosphere

7.1: potassium hydroxide; water / methanol; tetrahydrofuran / 16 h / 25 - 65 °C / Inert atmosphere

8.1: carbon dioxide; trifluoroacetic acid / acetonitrile; isopropyl alcohol / 35 °C / 75007.5 Torr / Resolution of racemate; Inert atmosphere

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

With sodium tetrahydroborate; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbon dioxide; water; sodium methylate; titanium tetrachloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 4.1: |Mukaiyama Aldol Addition / 4.2: |Mukaiyama Aldol Addition;
DOI:10.1021/acs.jmedchem.5b00257

Reference yield:

: 2942-59-8
2-chloronicotinic acid

: 1620483-76-2
(S)-2-(9-fluoro-2-(4-(morpholine-4-carbonyl)phenyl)-5H-chromeno[2,3-b]pyridin-5-yl)-2-methylpropanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium methylate / methanol / Inert atmosphere

1.2: 3 h / 168 °C / Inert atmosphere

2.1: polyphosphoric acid / Inert atmosphere

2.2: 8 h / 160 °C / Inert atmosphere

3.1: sodium tetrahydroborate / methanol; dichloromethane / 2 h / 0 °C / Inert atmosphere

4.1: titanium tetrachloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.2: 3 h / 0 °C / Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 14 h / 25 °C / Inert atmosphere

6.1: trichlorophosphate / 17.5 h / 25 - 100 °C / Inert atmosphere

7.1: potassium hydroxide; water / methanol; tetrahydrofuran / 16 h / 25 - 65 °C / Inert atmosphere

8.1: carbon dioxide; trifluoroacetic acid / acetonitrile; isopropyl alcohol / 35 °C / 75007.5 Torr / Resolution of racemate; Inert atmosphere

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate / N,N-dimethyl-formamide / 3 h / 100 °C / Inert atmosphere

With sodium tetrahydroborate; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbon dioxide; water; sodium methylate; titanium tetrachloride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile; 4.1: |Mukaiyama Aldol Addition / 4.2: |Mukaiyama Aldol Addition;
DOI:10.1021/acs.jmedchem.5b00257