(1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate

Base Information

Chemical Name:(1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate
CAS No.:1338806-32-8
Molecular Formula:C₂HF₃O₂*C₂₉H₂₇N₅O
Molecular Weight:575.59
Hs Code.:

Synonyms:(1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate

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Chemical Property of (1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate

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Technology Process of (1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate

There total 15 articles about (1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate 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:

Reference yield: 40.0%

: 1338806-32-8
(1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate

Guidance literature:

Reference yield:

: 79762-54-2
6-bromo-1H-indazole

: 1338806-32-8
(1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate

Guidance literature:: Multi-step reaction with 10 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: citric acid; 4-methylmorpholine N-oxide; potassium osmate(VI) dihydrate / water; tert-butyl alcohol / 23 h / 20 - 50 °C

4.1: triethylamine / dichloromethane / 2 h / 0 °C

5.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / 0 °C

5.2: 2 h / 0 °C

6.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7.1: potassium carbonate; iodine / N,N-dimethyl-formamide / 18 h / 20 °C

8.1: chiral SFC / methanol / Resolution of racemate

9.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; ethanol / 2 h / 125 °C / Microwave irradiation

10.1: dichloromethane / 3 h

With bis-triphenylphosphine-palladium(II) chloride; potassium osmate(VI) dihydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; iodine; sodium hydride; sodium carbonate; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; citric acid; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol; 2.1: |Suzuki-Miyaura Coupling / 9.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm5005336

Reference yield:

: 1247001-60-0
N-benzyl-6-bromo-1H-indazole

: 1338806-32-8
(1R,2S)-(E)-2-(3-(4-(piperazin-1-yl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 2,2,2-trifluoroacetate

Guidance literature:: Multi-step reaction with 8 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

5.1: potassium tert-butylate; oxygen / dimethyl sulfoxide; tetrahydrofuran / 0 - 20 °C

6.1: iodine; sodium hydroxide / water; 1,4-dioxane / 12 h

7.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; ethanol / 2 h / 125 °C / Microwave irradiation

8.1: dichloromethane / 3 h

With bis-triphenylphosphine-palladium(II) chloride; potassium osmate(VI) dihydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; iodine; oxygen; sodium hydride; sodium carbonate; 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; sodium hydroxide; potassium hexacyanoferrate(III); In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene; mineral oil; tert-butyl alcohol; 1.1: |Suzuki-Miyaura Coupling / 7.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm5005336