5-FLUORO-2-METHYLBENZOXAZOLE Chemical Properties

Boiling point:

90°C 10mm

Density 

1.23

refractive index 

1.5210 to 1.5240

storage temp. 

Sealed in dry,Room Temperature

pka

1.05±0.10(Predicted)

Specific Gravity

1.23

Appearance

Yellow to orange Liquid

Safety Information

Hazard Codes 

Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39

HS Code 

2934999090

5-FLUORO-2-METHYLBENZOXAZOLE Usage And Synthesis

Uses

5-Fluoro-2-Methylbenzoxazole is used as a reactant in the preparation of benzothiadiazine compounds as CD73 inhibitors.

Synthesis

Procedure for the synthesis of 5-fluoro-2-methylbenzoxazole: 2-amino-4-fluorophenol (1.01 g, 7.95 mmol, 1.0 eq.), triethyl orthoacetate (1.60 mL, 8.7 mmol, 1.1 eq.), and bismuth(III) trifluoromethanesulfonate (50 mg) were mixed and stirred for 30 min at room temperature. Upon completion of the reaction, the reaction mixture was diluted with dichloromethane and purified by rapid chromatography on silica gel (eluent: dichloromethane) to afford 5-fluoro-2-methylbenzoxazole as a clear liquid in a yield of 1.045 g (87% yield). The liquid could be converted to a crystalline solid at lower than 5 °C. Mass spectrum (MALDI-TOF): MH+ = 152. UV/Vis spectrum (methanol): maximum absorption wavelength λmax = 282, 276, 230 nm. 1H NMR (400 MHz, CDCl3): δ 2.60 (s, 3H), 7.02 (1H, td), 7.33 (1H, dd), 7.39 (1H, dd).

References

[1] Patent: WO2008/40994, 2008, A2. Location in patent: Page/Page column 25
[2] Patent: WO2017/98421, 2017, A1. Location in patent: Page/Page column 223

5-FLUORO-2-METHYLBENZOXAZOLE(701-16-6)Related Product Information

• 2-Methylbenzoxazole
• DL-ISOSERINE
• 6-FLUORO-2-METHYLBENZOXAZOLE 97,6-FLUORO-2-METHYLBENZOXAZOLE 97%
• DL-Isoserine
• 6-FLUORO-2-METHYLBENZOXAZOLE
• 5-Fluorobenzoxazole
• 5-FLUORO-1,3-BENZOXAZOLE-2-CARBOXYLIC ACID
• 5-FLUOROBENZO[D]OXAZOLE-2-CARBALDEHYDE
• 5-FLUORO-2-METHYLBENZOXAZOLE