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

Base Information

Chemical Name:(1S,2R)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one
CAS No.:1338805-97-2
Molecular Formula:C₂HF₃O₂*C₂₈H₂₆N₄O
Molecular Weight:548.565
Hs Code.:

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

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

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

There total 21 articles about (1S,2R)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one 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: 15.0%

: 1247001-30-4
(E)-N,N-dimethyl-1-(4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenyl)methanamine

: 1247002-18-1
(1S,2R)-2-(3-iodo-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one

: 1338805-97-2
(1S,2R)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one

Guidance literature:: With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 120 ℃; for 2h; Microwave irradiation;
DOI:10.1021/jm5005336

Reference yield:

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

: 1338805-97-2
(1S,2R)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one

Guidance literature:: Multi-step reaction with 9 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: potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 2 h / 120 °C / Microwave irradiation

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