Technology Process of (1R,2S)-1'-benzyl-2-(1-benzyl-1H-indazol-6-yl)-5'-methylspiro[cyclopropane-1,3'-indolin]-2'-one
There total 9 articles about (1R,2S)-1'-benzyl-2-(1-benzyl-1H-indazol-6-yl)-5'-methylspiro[cyclopropane-1,3'-indolin]-2'-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-benzyl-5-methyl-2(3H)-indolinone;
With
sodium hydride;
In
tetrahydrofuran;
at 0 ℃;
for 0.366667h;
(S)-1-(1-benzyl-1H-indazol-6-yl)ethane-1,2-diyl dimethanesulfonate;
In
tetrahydrofuran;
at 0 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium tert-butylate / dimethyl sulfoxide / 0.17 h
1.2: 12 h / 20 - 150 °C
2.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 7 h / 80 °C / Inert atmosphere
3.1: potassium carbonate; potassium osmate(VI) dihydrate; potassium hexacyanoferrate(III); 4-[(R)-[(2R,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]-1-[(R)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]phthalazine / water; tert-butyl alcohol / 6 h / 0 - 10 °C
4.1: triethylamine / dichloromethane / 0.5 h / 0 - 11 °C
5.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / 0 °C
5.2: 2 h / 0 °C
With
bis-triphenylphosphine-palladium(II) chloride; potassium osmate(VI) dihydrate; potassium tert-butylate; sodium hydride; potassium carbonate; 4-[(R)-[(2R,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]-1-[(R)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]phthalazine; triethylamine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; mineral oil; tert-butyl alcohol;
2.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm5005336
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium carbonate; bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; water / 7 h / 80 °C / Inert atmosphere
2.1: potassium carbonate; potassium osmate(VI) dihydrate; potassium hexacyanoferrate(III); 4-[(R)-[(2R,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]-1-[(R)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]phthalazine / water; tert-butyl alcohol / 6 h / 0 - 10 °C
3.1: triethylamine / dichloromethane / 0.5 h / 0 - 11 °C
4.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / 0 °C
4.2: 2 h / 0 °C
With
bis-triphenylphosphine-palladium(II) chloride; potassium osmate(VI) dihydrate; sodium hydride; potassium carbonate; 4-[(R)-[(2R,4R,5S)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]-1-[(R)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxy-4-quinolinyl)methoxy]phthalazine; triethylamine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; mineral oil; tert-butyl alcohol;
1.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm5005336
