Technology Process of 3-carboxy-1-(3-(5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)azetidin-1-ium bromide
There total 10 articles about 3-carboxy-1-(3-(5-(3-chloro-4-isopropoxyphenyl)-1,3,4-thiadiazol-2-yl)-2-ethylbenzyl)azetidin-1-ium bromide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen bromide;
In
tetrahydrofuran; water; acetonitrile;
at 20 ℃;
for 0.5h;
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 4 h / -70 - -65 °C
2.1: n-butyllithium; isopropylmagnesium bromide / hexane; tetrahydrofuran / 1.17 h / 0 °C
2.2: 2 h / -10 - 20 °C
2.3: 0.17 h / 0 °C
3.1: hydrogenchloride / water; tetrahydrofuran / 1 h / 20 °C
4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / N,N-dimethyl-formamide / 80 °C
5.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 0.17 h / 130 °C / Sealed vial; Microwave irradiation
6.1: sodium acetate; acetic acid / methanol / 0.17 h / 20 °C
6.2: 2 h
7.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 20 °C
7.2: pH ~ 2
7.3: 20 °C / pH ~ 10
8.1: hydrogen bromide / acetonitrile; water; tetrahydrofuran / 0.5 h / 20 °C
With
hydrogenchloride; potassium phosphate; n-butyllithium; water; hydrogen bromide; isopropylmagnesium bromide; potassium acetate; sodium acetate; acetic acid; diisopropylamine; sodium hydroxide;
tetrakis(triphenylphosphine) palladium(0); dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; ethanol; hexane; water; N,N-dimethyl-formamide; acetonitrile;
5.1: Suzuki Coupling;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: trichlorophosphate / 3 h / 75 °C
1.2: Cooling with ice
2.1: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 3 h / 20 °C
3.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 0.17 h / 130 °C / Sealed vial; Microwave irradiation
4.1: sodium acetate; acetic acid / methanol / 0.17 h / 20 °C
4.2: 2 h
5.1: sodium hydroxide; water / ethanol; tetrahydrofuran / 20 °C
5.2: pH ~ 2
5.3: 20 °C / pH ~ 10
6.1: hydrogen bromide / acetonitrile; water; tetrahydrofuran / 0.5 h / 20 °C
With
potassium phosphate; tert.-butylnitrite; water; hydrogen bromide; sodium acetate; acetic acid; sodium hydroxide; copper(ll) bromide; trichlorophosphate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile;
3.1: Suzuki Coupling;