Technology Process of (2R)-N-[(6S,8S)-6-(2,3-difluorophenyl)-3-(2-methoxypopan-2-yl)-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-[(6S,8S)-6-(2,3-difluorophenyl)-3-(2-methoxypopan-2-yl)-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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1383733-27-4
(2R)-N-[(6S,8S)-6-(2,3-difluorophenyl)-3-(2-methoxypopan-2-yl)-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 0.583333h;
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1383733-27-4
(2R)-N-[(6S,8S)-6-(2,3-difluorophenyl)-3-(2-methoxypopan-2-yl)-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 7 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C
1.2: 0.83 h
2.1: hydrogen / 20% palladium hydroxide-activated charcoal / methanol / 1.5 h / 2585.81 Torr
2.2: Chiral Pak.(R). AD.(R). column
3.1: Lawessons reagent / toluene / 16 h / 40 °C
4.1: mercury dichloride / ethanol / 0.33 h
5.1: dipyridinium dichromate / acetonitrile / 1.75 h / 70 °C
6.1: trifluoroacetic acid / dichloromethane / 0.67 h
7.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.58 h
With
Lawessons reagent; 4-methyl-morpholine; dipyridinium dichromate; 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; mercury dichloride;
20% palladium hydroxide-activated charcoal;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
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1383733-27-4
(2R)-N-[(6S,8S)-6-(2,3-difluorophenyl)-3-(2-methoxypopan-2-yl)-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 4 steps
1.1: toluene-4-sulfonic acid; sodium nitrite / acetonitrile; water / 0.75 h / 23 °C
1.2: 0.92 h / 23 °C
2.1: sodium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / toluene / 12 h / 80 °C / 6205.94 Torr
3.1: sodium hydroxide; water / methanol / 4 h / Reflux
3.2: 23 °C / pH 2
4.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / N,N-dimethyl-formamide / 0.58 h
With
4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; water; sodium acetate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; sodium nitrite;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;