6-fluoro-1H-indazole

Base Information

• Chemical Name: 6-fluoro-1H-indazole
• CAS No.: 348-25-4
• Molecular Formula: C7H5FN2
• Molecular Weight: 136.129
• Hs Code.: 2933990090
• European Community (EC) Number: 800-640-8
• ChEMBL ID: CHEMBL247366
• DSSTox Substance ID: DTXSID20591223
• Nikkaji Number: J2.721.911J
• Wikidata: Q72480129
• Mol file: 348-25-4.mol

Synonyms:6-fluoro-1H-indazole;348-25-4;6-Fluoro(1H)indazole;6-FLUOROINDAZOLE;6-FLUORO (1H)INDAZOLE;MFCD07371562;CHEMBL247366;1H-Indazole, 6-fluoro-;6-fluoranyl-1H-indazole;SCHEMBL1274135;SCHEMBL16178993;DTXSID20591223;CFMZDEQEVCDMRN-UHFFFAOYSA-N;6-Fluoro-1H-indazole, AldrichCPR;BCP26756;BBL101070;BDBM50209238;STL554864;AKOS005146408;AS-8464;CS-W005437;PB32494;AC-24831;BL000896;SY008889;DB-007155;A6110;AM20040240;EN300-314291;A822421;J-518700

Chemical Property of 6-fluoro-1H-indazole

Chemical Property:

• Vapor Pressure: 0.009mmHg at 25°C
• Melting Point: 126 °C (decomp)
• Refractive Index: 1.659
• Boiling Point: 274.892 °C at 760 mmHg
• PKA: 13.21±0.40(Predicted)
• Flash Point: 120.051 °C
• PSA: 28.68000
• Density: 1.371 g/cm³
• LogP: 1.70200
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.04367633
• Heavy Atom Count: 10
• Complexity: 129

Purity/Quality:

98% ^*data from raw suppliers

6-Fluoro-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1F)NN=C2
• Uses: 6-Fluoro-1H-indazole

Technology Process of 6-fluoro-1H-indazole

There total 1 articles about 6-fluoro-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:

2-bromo-4-fluorobenzaldehyde (59142-68-6) → 6-fluoro-1H-indazole (348-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 3 h / Reflux

2: caesium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine / N,N-dimethyl-formamide / 5 h / 120 °C / Sealed tube

With copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2021.132192

Reference yield: 85.0%

4-methylphenyl(mesityl)iodonium trifluoromethanesulfonate + 6-fluoro-1H-indazole (348-25-4) → 6-fluoro-2-(p-tolyl)-2H-indazole

Guidance literature:

With copper(l) chloride; In dichloromethane; at 50 ℃; for 12h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c8ob00128f

Reference yield: 74.0%

6-amino-5-chloro-2-(4-chloro-2-fluoro-3-methoxyphenyl)-pyrimidine-4-carboxylic acid + 6-fluoro-1H-indazole (348-25-4) → C19H11Cl2F2N5O2

Guidance literature:

6-amino-5-chloro-2-(4-chloro-2-fluoro-3-methoxyphenyl)-pyrimidine-4-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 50 ℃; for 1h;

6-fluoro-1H-indazole; In tetrahydrofuran; at 50 ℃; for 1h;

upstream raw materials:

2-bromo-4-fluorobenzaldehyde

Downstream raw materials:

5-nitro-6-fluoro-1H-indazole

5-amino-6-fluoro-1H-indazole

6-fluoro-3-{1-[(4-methylphenyl)sulfonyl]-3-phenylpropyl}-1H-indazole

6-fluoro-1-(4-methoxybenzyl)-1H-indazole

Refernces