ChemicalBook > CAS DataBase List > 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE

3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE

Product Name: 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE
CAS No.: 1000341-27-4
Chemical Name: 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE
Synonyms: 3-iodo-6-(trifluoromethyl)-2H-indazole;3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE;1H-Indazole, 3-iodo-6-(trifluoromethyl)-
CBNumber: CB91508049
Molecular Formula: C8H4F3IN2
Formula Weight: 312.03
MOL File: 1000341-27-4.mol

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3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE Property

storage temp.: 2-8°C(protect from light)
Appearance: White to light brown Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: I819653
Product name: 3-Iodo-6-(trifluoromethyl)-1H-indazole
Packaging: 1mg
Price: $45
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0046774
Product name: 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE
Purity: 95.00%
Packaging: 0.25G
Price: $350
Updated: 2021/12/16

AK Scientific

Product number: 0036AA
Product name: 3-Iodo-6-(trifluoromethyl)-1H-indazole
Packaging: 1g
Price: $401
Updated: 2021/12/16

Ambeed

Product number: A181257
Product name: 3-Iodo-6-(trifluoromethyl)-1H-indazole
Purity: 98%
Packaging: 100mg
Price: $39
Updated: 2021/12/16

Ambeed

Product number: A181257
Product name: 3-Iodo-6-(trifluoromethyl)-1H-indazole
Purity: 98%
Packaging: 1g
Price: $142
Updated: 2021/12/16

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3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE Chemical Properties,Usage,Production

Uses

3-Iodo-6-(trifluoromethyl)-1H-indazole is used as a reactant in the preparation of a series of indazole TRPA1 antagonists.

Synthesis

954239-22-6

1000341-27-4

General procedure for the synthesis of 3-iodo-6-(trifluoromethyl)-1H-indazole from 6-(trifluoromethyl)-1H-indazole: At room temperature, iodine (I2, 330 mg, 1.30 mmol, 2.0 eq.) was added to a stirred solution of 6-(trifluoromethyl)-1H-indazole (121 mg, 0.65 mmol, 1.0 eq.) and potassium hydroxide (KOH 73 mg, 1.30 mmol, 2.0 eq.) in a solution of N,N-dimethylformamide (DMF, 6.5 mL). The reaction mixture was stirred for 3 h at room temperature before the reaction was quenched with saturated sodium thiosulfate (Na2S2O3, aqueous solution) and extracted with ethyl acetate (EtOAc). The organic layer was dried over anhydrous magnesium sulfate (MgSO4) and concentrated under reduced pressure to give the crude product. The crude product was purified by Yamazen automated chromatography using a mixed solvent of hexane (Hex) and ethyl acetate (EtOAc) (9:1, v/v) as eluent to afford the target product, 3-iodo-6-(trifluoromethyl)-1H-indazole (169 mg, 83% yield) as a colorless solid. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3) and mass spectrometry (ESI): 1H NMR δ 10.65 (1H, broad single peak), 7.82 (1H, double peak, J = 3.0 Hz), 7.65 (1H, double peak, J = 9.0 Hz), 7.47 (1H, double-double peak, J = 9.0, 0.5 Hz); MS (ESI) m/ z 313 [(M + H)+], retention time 4.46 min (condition B).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 14, p. 2408 - 2412
[2] Patent: US2010/29733, 2010, A1. Location in patent: Page/Page column 39-40

3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE Suppliers

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1000341-27-4, 3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLERelated Search:

6-(TRIFLUOROMETHYL)-1H-INDAZOLE

3-IODO-6-(TRIFLUOROMETHYL) (1H)INDAZOLE

3-iodo-6-(trifluoromethyl)-2H-indazole

1H-Indazole, 3-iodo-6-(trifluoromethyl)-

1000341-27-4