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

Base Information

• Chemical Name: (1R,2S)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one
• CAS No.: 1247002-13-6
• Molecular Formula: C₂₈H₂₆N₄O
• Molecular Weight: 434.541
• Mol file: 1247002-13-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 16 articles about (1R,2S)-(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:

(E)-N,N-dimethyl-1-(4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)phenyl)methanamine (1247001-30-4) + (1R,2S)-2-(3-iodo-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one (1247001-91-7) → (1R,2S)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one (1247002-13-6)

Guidance literature:

With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 120 ℃; for 2h; Microwave irradiation;

Reference yield:

N-benzyl-6-bromo-1H-indazole (1247001-60-0) → (1R,2S)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one (1247002-13-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydroxide / palladium diacetate; triphenylphosphine / tetrahydrofuran; water / 0.17 h / Inert atmosphere

1.2: 24 h / 65 °C / Inert atmosphere

2.1: potassium osmate(VI) dihydrate; potassium hexacyanoferrate (III); potassium carbonate; hydroquinidein 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 5 h / Inert atmosphere; Cooling with ice

3.1: triethylamine / dichloromethane / 0.67 h / Cooling with ice

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Cooling with ice

4.2: 1 h

5.1: potassium tert-butylate; oxygen; dimethyl sulfoxide / tetrahydrofuran / 20 °C / Cooling with ice

6.1: iodine; potassium carbonate / N,N-dimethyl-formamide / 2.25 h

7.1: potassium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 120 °C / Microwave irradiation

With potassium osmate(VI) dihydrate; potassium hexacyanoferrate (III); potassium fluoride; potassium tert-butylate; iodine; oxygen; sodium hydride; potassium carbonate; dimethyl sulfoxide; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol; 1.1: Suzuki Coupling / 1.2: Suzuki Coupling / 7.1: Suzuki Coupling;

Reference yield:

1-benzylisatin (1217-89-6) → (1R,2S)-(E)-2-(3-(4-((dimethylamino)methyl)styryl)-1H-indazol-6-yl)spiro[cyclopropane-1,3'-indolin]-2'-one (1247002-13-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrazine hydrate / 5 h / 125 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Cooling with ice

2.2: 1 h

3.1: potassium tert-butylate; oxygen; dimethyl sulfoxide / tetrahydrofuran / 20 °C / Cooling with ice

4.1: iodine; potassium carbonate / N,N-dimethyl-formamide / 2.25 h

5.1: potassium fluoride / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 120 °C / Microwave irradiation

With potassium fluoride; potassium tert-butylate; iodine; oxygen; sodium hydride; potassium carbonate; hydrazine hydrate; dimethyl sulfoxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 5.1: Suzuki Coupling;

upstream raw materials:

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

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

1-benzylisatin

indole-2,3-dione

Downstream raw materials:

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