Technology Process of 8-(1-(3,5-difluorophenylamino)ethyl)-2-((S)-3-methylmorpholino)-4-oxo-4H-chromene-6-carboxylic acid
There total 12 articles about 8-(1-(3,5-difluorophenylamino)ethyl)-2-((S)-3-methylmorpholino)-4-oxo-4H-chromene-6-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl 8-(1-(3,5-difluorophenylamino)ethyl)-2-((S)-3-methylmorpholino)-4-oxo-4H-chromene-6-carboxylate;
With
water; sodium hydroxide;
In
tetrahydrofuran; methanol;
at 20 - 35 ℃;
for 3h;
Cooling with ice;
With
hydrogenchloride;
In
tetrahydrofuran; methanol; water;
pH=2 - 3;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: bromine / dichloromethane / 36 h / 0 - 20 °C / Inert atmosphere
2.1: triethylamine / palladium diacetate; (diphenylphosphin)ferrocene / diethyl ether; ethanol / 70 °C / Inert atmosphere
2.2: 2 h
3.1: bromine; pyridine / dichloromethane / 2 h / 0 - 20 °C
3.2: 5 °C
4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -50 - 0 °C / Inert atmosphere
4.2: 24 h / -20 - 20 °C
4.3: -50 °C
5.1: potassium carbonate / acetone / 2 h / 60 °C / Inert atmosphere
6.1: ISOPROPYLAMIDE / 50 °C
7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C / Cooling with ice
8.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 7 h / 20 - 75 °C
9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 3 h / 20 - 35 °C / Cooling with ice
9.2: pH 2 - 3
With
pyridine; water; bromine; sodium hexamethyldisilazane; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide;
(diphenylphosphin)ferrocene; palladium diacetate;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ISOPROPYLAMIDE; acetone; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: triethylamine / palladium diacetate; (diphenylphosphin)ferrocene / diethyl ether; ethanol / 70 °C / Inert atmosphere
1.2: 2 h
2.1: bromine; pyridine / dichloromethane / 2 h / 0 - 20 °C
2.2: 5 °C
3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.25 h / -50 - 0 °C / Inert atmosphere
3.2: 24 h / -20 - 20 °C
3.3: -50 °C
4.1: potassium carbonate / acetone / 2 h / 60 °C / Inert atmosphere
5.1: ISOPROPYLAMIDE / 50 °C
6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 20 °C / Cooling with ice
7.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 7 h / 20 - 75 °C
8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 3 h / 20 - 35 °C / Cooling with ice
8.2: pH 2 - 3
With
pyridine; water; bromine; sodium hexamethyldisilazane; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide;
(diphenylphosphin)ferrocene; palladium diacetate;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ISOPROPYLAMIDE; acetone; acetonitrile;
