ChemicalBook--->CAS DataBase List--->105391-70-6

105391-70-6

105391-70-6 Structure

105391-70-6 Structure
IdentificationBack Directory
[Name]

5-BROMO-6-FLUORO-1H-INDAZOLE
[CAS]

105391-70-6
[Synonyms]

5-BroMo-6-fluoro-1H-
5-BROMO-6-FLUOROINDAZOLE
5-BROMO-6-FLUORO-1H-INDAZOLE
1H-Indazole, 5-bromo-6-fluoro-
[Molecular Formula]

C7H4BrFN2
[MDL Number]

MFCD11044589.
[MOL File]

105391-70-6.mol
[Molecular Weight]

215.02
Chemical PropertiesBack Directory
[Boiling point ]

332.2±22.0 °C(Predicted)
[density ]

1.861
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

11.95±0.40(Predicted)
[Appearance]

Off-white to light brown Solid
[InChI]

InChI=1S/C7H4BrFN2/c8-5-1-4-3-10-11-7(4)2-6(5)9/h1-3H,(H,10,11)
[InChIKey]

ZNNFNEIFQIAWNY-UHFFFAOYSA-N
[SMILES]

N1C2=C(C=C(Br)C(F)=C2)C=N1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302+H312+H332-H315
[Precautionary statements ]

P260-P280-P312
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

5-Bromo-6-fluoro-1H-indazole is used for optimization and biological evaluation of [(trifluoromethyl)phenyl]indazoles as TRPA1 antagonists.
[Synthesis]

Ethanone, 1-(5-broMo-6-fluoro-1H-indazol-1-yl)-

633335-81-6

5-BROMO-6-FLUORO-1H-INDAZOLE

105391-70-6

General procedure for the synthesis of 5-bromo-6-fluoro-1H-indazole from 1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethanone: 1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethanone (1.58 g, 6.15 mmol) was dissolved in a solvent mixture of a 3M HCl aqueous solution (20 mL) and methanol (4 mL). The reaction mixture was heated to reflux at 90 °C for 3 hours. Upon completion of the reaction, it was cooled to room temperature and the pH was adjusted to 10 with 1 M NaOH aqueous solution. at this point, a colorless solid precipitated from the solution, which was collected by filtration and dried under vacuum to afford the target product 5-bromo-6-fluoro-1H-indazole (1.22 g, 93% yield). The 1H NMR (CDCl3) data of the product were as follows: δ 9.0-10.20 (1H, br), 8.02 (1H, s), 7.97 (1H, d, J = 6.4 Hz), 7.28 (1H, s).

[References]

[1] Patent: WO2012/103806, 2012, A1. Location in patent: Page/Page column 55
[2] Patent: WO2006/44860, 2006, A2. Location in patent: Page/Page column 37-38
[3] Patent: US2016/347717, 2016, A1. Location in patent: Paragraph 0619; 0620
[4] Patent: WO2009/32123, 2009, A2. Location in patent: Page/Page column 179-180
[5] Patent: WO2009/32125, 2009, A1. Location in patent: Page/Page column 119
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-6-FLUORO-1H-INDAZOLE(105391-70-6)1HNMR
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