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

Base Information

Chemical Name:(1R,2S)-2-(3-((E)-4-((S)-1-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one hydrochloride
CAS No.:1373010-62-8
Molecular Formula:C₃₁H₃₀N₄O₂*ClH
Molecular Weight:527.066
Hs Code.:

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

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

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

There total 15 articles about (1R,2S)-2-(3-((E)-4-((S)-1-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one hydrochloride 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: 29.0%

: 1338799-92-0
(1R,2S)-2-(3-((E)-4-((S)-1-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one

: 1373010-62-8
(1R,2S)-2-(3-((E)-4-((S)-1-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one hydrochloride

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; diethyl ether;

Reference yield: 29.0%

: 1247001-91-7
(1R,2S)-2-(3-iodo-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one

: 4-((1S)-1-(4-((E)-2-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)vinyl)phenyl)ethyl)morpholine

: 1373010-62-8
(1R,2S)-2-(3-((E)-4-((S)-1-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one hydrochloride

Guidance literature:: (1R,2S)-2-(3-iodo-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one; 4-((1S)-1-(4-((E)-2-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)vinyl)phenyl)ethyl)morpholine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride; In 1,4-dioxane; water; for 18h; Inert atmosphere;

With hydrogenchloride;
DOI:10.1021/jm5005336

Reference yield:

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

: 1373010-62-8
(1R,2S)-2-(3-((E)-4-((S)-1-morpholinoethyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one hydrochloride

Guidance literature:: Multi-step reaction with 8 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

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

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

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride / water; 1,4-dioxane / 18 h / Inert atmosphere

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; lithium chloride; sodium hydroxide; potassium hexacyanoferrate(III); In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; mineral oil; tert-butyl alcohol; 2.1: |Suzuki-Miyaura Coupling / 8.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/jm5005336