Technology Process of 2-[4,4,4-trifluoro-3-hydroxy-3-(5-methanesulfonyl-1H-pyrrolo[2,3-c]pyridin-2-ylmethyl)-1,1-dimethylbutyl]benzenesulfonamide
There total 12 articles about 2-[4,4,4-trifluoro-3-hydroxy-3-(5-methanesulfonyl-1H-pyrrolo[2,3-c]pyridin-2-ylmethyl)-1,1-dimethylbutyl]benzenesulfonamide 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:
- Guidance literature:
-
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
In
methanol; water;
at 70 ℃;
for 5h;
DOI:10.1021/ml500387y
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: isopropylmagnesium bromide / tetrahydrofuran / 1 h / 0 °C
1.2: 1 h / 0 °C
1.3: 18 h / 20 °C
2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 24 h / 0 - 20 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / 0 °C
3.2: 24 h / 0 - 20 °C
4.1: n-butyllithium / tetrahydrofuran / 0.75 h / -78 °C
4.2: 0.92 h / -78 - -20 °C
4.3: 0.5 h / 20 °C
5.1: ammonia / methanol / 18 h / 20 °C
6.1: dichloromethane / 0.5 h / 20 °C
7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C
8.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
9.1: aluminium; mercury dichloride / tetrahydrofuran / 1 h / 50 °C
9.2: 2 h / -78 - 20 °C
10.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C
11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol; water / 5 h / 70 °C
With
bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; ammonia; isopropylmagnesium bromide; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; aluminium; mercury dichloride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
10.1: |Sonogashira Cross-Coupling;
DOI:10.1021/ml500387y
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 24 h / 0 - 20 °C
2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / 0 °C
2.2: 24 h / 0 - 20 °C
3.1: n-butyllithium / tetrahydrofuran / 0.75 h / -78 °C
3.2: 0.92 h / -78 - -20 °C
3.3: 0.5 h / 20 °C
4.1: ammonia / methanol / 18 h / 20 °C
5.1: dichloromethane / 0.5 h / 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C
7.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
8.1: aluminium; mercury dichloride / tetrahydrofuran / 1 h / 50 °C
8.2: 2 h / -78 - 20 °C
9.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / N,N-dimethyl-formamide / 15 h / 20 °C
10.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol; water / 5 h / 70 °C
With
bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; ammonia; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; aluminium; mercury dichloride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
9.1: |Sonogashira Cross-Coupling;
DOI:10.1021/ml500387y