(S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole

Base Information

• Chemical Name: (S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole
• CAS No.: 888951-64-2
• Molecular Formula: C₁₉H₁₉F₂N₃O
• Molecular Weight: 343.376
• DSSTox Substance ID: DTXSID80693111
• Nikkaji Number: J3.536.242H
• Wikidata: Q82622134
• Mol file: 888951-64-2.mol

Synonyms:888951-64-2;(S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole;SCHEMBL3152709;DTXSID80693111;JHRTWDXHSXLUJD-ZDUSSCGKSA-N;FT-0700735;J3.536.242H;(S)-5-fluoro-1-(2-fluoro-phenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole;1-(2-Fluorophenyl)-3-((S)-3-piperidinyl)methoxy-5-fluoro-1H-indazole;5-Fluoro-1-(2-fluorophenyl)-3-{[(3S)-piperidin-3-yl]methoxy}-1H-indazole

Chemical Property of (S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole

Chemical Property:

• Vapor Pressure: 1.4E-07mmHg at 25°C
• Boiling Point: 429.5°C at 760 mmHg
• Flash Point: 213.5°C
• Density: 1.33g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 343.14961856
• Heavy Atom Count: 25
• Complexity: 441

Purity/Quality:

≥99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CNC1)COC2=NN(C3=C2C=C(C=C3)F)C4=CC=CC=C4F
• Isomeric SMILES: C1C[C@@H](CNC1)COC2=NN(C3=C2C=C(C=C3)F)C4=CC=CC=C4F

Technology Process of (S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole

There total 15 articles about (S)-5-Fluoro-1-(2-fluorophenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole 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: 94.0%

(S)-5-fluoro-1-(2-fluoro-phenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole hydrochloride → (S)-5-fluoro-1-(2-fluoro-phenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole (888951-64-2)

Guidance literature:

With potassium carbonate; In water; ethyl acetate; for 1h;

Reference yield:

3-[5-fluoro-1-(2-fluoro-phenyl)-1H-indazol-3-yloxymethyl]-piperidine-1-carboxylic acid tert-butyl ester → (R)-5-fluoro-1-(2-fluoro-phenyl)-3-(piperidin-3-ylmethoxy)-1H-indazole (888951-64-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; ethyl acetate; at 20 ℃;

Reference yield:

2-amino-5-fluorobenzoic acid (446-08-2) → C19H19F2N3O (888951-64-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride; 1,2-dichloro-ethane; 4-methyl-morpholine / tetrahydrofuran / -12 - 20 °C

2.1: hydrogenchloride; sodium nitrite / water; ethanol / 1 h / 76 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

3.2: 18 h / 85 °C

4.1: acetyl chloride / ethyl acetate; ethanol / 1 h / 15 °C / Inert atmosphere

5.1: potassium carbonate / ethyl acetate / 1 h

With 4-methyl-morpholine; hydrogenchloride; potassium carbonate; 1,2-dichloro-ethane; acetyl chloride; sodium nitrite; In tetrahydrofuran; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/op800113s

upstream raw materials:

5-fluoroisatoic anhydride

(2-fluorophenyl)hydrazine hydrochloride

3-(hydroxymethy)piperidine

2-amino-5-fluoro-N'-(2-fluorophenyl)benzohydrazide

Refernces

• 1、 -. "Therapeutic pyrazolo[3,4-B]pyridines and indazoles". Page/Page column 17. . Retrieved 2008/06/13.