Technology Process of (2R)-N-[(5R,6S,8S)-3-(2-hydroxypopan-2-yl)-5-methyl-6-phenyl-5,6,7,8-tetrahydroimidazo[1,2-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)-3-(2-hydroxypopan-2-yl)-5-methyl-6-phenyl-5,6,7,8-tetrahydroimidazo[1,2-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.
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synthetic route:
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1383733-39-8
(2R)-N-[(5R,6S,8S)-3-(2-hydroxypopan-2-yl)-5-methyl-6-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl]-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide
- Guidance literature:
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With
4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
In
N,N-dimethyl-formamide;
for 0.25h;
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1383733-39-8
(2R)-N-[(5R,6S,8S)-3-(2-hydroxypopan-2-yl)-5-methyl-6-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl]-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide
- Guidance literature:
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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: triethylamine; mercury dichloride / ethanol / 0.33 h
6.1: dipyridinium dichromate / acetonitrile / 1 h / 70 °C
7.1: water; methanesulfonic acid / 1,4-dioxane / 2.5 h / 50 °C
7.2: 20 °C
8.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.25 h
With
Lawessons reagent; 4-methyl-morpholine; dipyridinium dichromate; 1-hydroxy-7-aza-benzotriazole; methanesulfonic acid; ammonium acetate; water; hydrogen; sodium cyanoborohydride; caesium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; mercury dichloride;
palladium 10% on activated carbon;
In
1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide; toluene; acetonitrile;
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1383733-39-8
(2R)-N-[(5R,6S,8S)-3-(2-hydroxypopan-2-yl)-5-methyl-6-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-yl]-2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridine]-5-carboxamide
- Guidance literature:
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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 / 0.25 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;