6-Fluoro-7-azaindole

6-Fluoro-7-azaindole Property

Density 

1.35

storage temp. 

2-8°C

pka

13.28±0.40(Predicted)

Appearance

White to off-white Solid

Safety

HS Code 

2933399990

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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

6-Fluoro-7-azaindole Chemical Properties,Usage,Production

Uses

7-Azaindole compounds are important pharmaceutical intermediates that can be used to synthesize a variety of drugs. 6-Fluoro-7-azaindole is a 7-azaindole compound that can be used as an intermediate for smoking cessation drugs.

Synthesis

Compound 59 (CAS:1001070-28-5, 2.58 g, 12.4 mmol) was taken as raw material and dissolved in 50 mL of methanol and 20 mL of 2N sodium hydroxide solution. The reaction mixture was stirred at room temperature for 30 minutes. After the reaction was completed, ethyl acetate was added to the mixture for extraction. The organic layer was washed with 5% aqueous sodium bicarbonate solution and subsequently dried over anhydrous sodium sulfate. The dried organic phase was filtered and concentrated to afford 6-fluoro-1H-pyrrolo[2,3-b]pyridine (6-fluoro-7-azaindole, compound 44) as a semi-solid (1.68 g, 12.3 mmol, 99% yield). The product was confirmed by 1H-NMR (400 MHz, CDCl3): δ 9.6 (broad single peak, 1H), 7.95 (broad triple peak, J=8Hz, 1H), 7.31-7.27 (multiple peaks, 1H), 6.75 (double dichotomous peaks, J=8Hz, 2Hz, 1H), 6.55-6.50 (multiple peaks, 1H). Thin-layer chromatography (TLC) analysis showed an Rf value of 0.34 using ether/petroleum ether (1/1) as the unfolding agent.Liquid chromatography-mass spectrometry (LCMS) analysis: retention time (Rt) of 1.39 min, [M+H]+=137.

References

[1] Patent: US2008/9514, 2008, A1. Location in patent: Page/Page column 23
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 1, p. 188 - 193