Technology Process of (2R)-N-{(5R,6S,8S)-5-methyl-6-phenyl-3-[1-(trifluoromethyl)cyclopropyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide
There total 10 articles about (2R)-N-{(5R,6S,8S)-5-methyl-6-phenyl-3-[1-(trifluoromethyl)cyclopropyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide 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:
-
-
1383733-38-7
(2R)-N-{(5R,6S,8S)-5-methyl-6-phenyl-3-[1-(trifluoromethyl)cyclopropyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide
- Guidance literature:
-
With
4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
for 0.5h;
-
-
1383733-38-7
(2R)-N-{(5R,6S,8S)-5-methyl-6-phenyl-3-[1-(trifluoromethyl)cyclopropyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C
2.1: sodium cyanoborohydride; ammonium acetate; acetic acid / methanol / 4 h / 60 °C
2.2: 1.5 h / 60 °C
3.1: hydrogen / palladium 10% on activated carbon / methanol / 6.5 h / 760.05 Torr
3.2: 2.25 h / 2585.81 Torr
4.1: Lawessons reagent / toluene / 16 h / 40 °C
5.1: hydrazine hydrate / methanol / 1.25 h
6.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dichloromethane / 1 h
6.2: 1.5 h / 70 °C
7.1: trifluoroacetic acid / acetonitrile / 0.5 h
8.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.5 h
With
Lawessons reagent; 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; ammonium acetate; hydrogen; sodium cyanoborohydride; caesium carbonate; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid;
palladium 10% on activated carbon;
In
methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
-
-
1383733-38-7
(2R)-N-{(5R,6S,8S)-5-methyl-6-phenyl-3-[1-(trifluoromethyl)cyclopropyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / toluene / 12 h / 80 °C / 6205.94 Torr
2.1: sodium hydroxide; water / methanol / 4 h / Reflux
2.2: 23 °C / pH 2
3.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.5 h
With
4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; water; sodium acetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
methanol; N,N-dimethyl-formamide; toluene;