2,4-Dichloro-7-fluoroquinazoline Chemical Properties

Boiling point:

277 °C

Density 

1.571

Flash point:

121 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-0.91±0.30(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C8H3Cl2FN2/c9-7-5-2-1-4(11)3-6(5)12-8(10)13-7/h1-3H

InChIKey

HHGKYNUUYMRIAV-UHFFFAOYSA-N

SMILES

N1=C2C(C=CC(F)=C2)=C(Cl)N=C1Cl

Safety Information

HazardClass 

IRRITANT

HS Code 

2933599590

2,4-Dichloro-7-fluoroquinazoline Usage And Synthesis

Uses

2,4-Dichloro-7-fluoroquinazoline is used in preparation of piperazine derivatives as MAGL inhibitors.

Synthesis

General procedure for the synthesis of 2,4-dichloro-7-fluoroquinazoline from 7-fluoroquinazoline-2,4(1H,3H)-dione: 7-fluoroquinazoline-2,4(1H,3H)-dione (5.26 g, 29.2 mmol) was mixed with phosphorus trichloride (85 mL) and stirred for 3 days under reflux conditions. Upon completion of the reaction, the mixture was cooled to room temperature and slowly poured into ice water. The resulting solid product was collected by filtration and dried under vacuum to afford the title compound 2,4-dichloro-7-fluoroquinazoline (3.82 g) as a yellow solid. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 8.32 (m, 1H), 7.63 (d, 1H), 7.49 (t, 1H).

References

[1] Patent: WO2005/49033, 2005, A1. Location in patent: Page/Page column 113
[2] Patent: US5688803, 1997, A
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 17, p. 6028 - 6039
[4] Patent: US2016/90374, 2016, A1. Location in patent: Paragraph 0188; 0189
[5] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 8, p. 824 - 829

2,4-Dichloro-7-fluoroquinazoline(174566-15-5)Related Product Information

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• 2,4-DICHLORO-6,7-DIFLUOROQUINAZOLINE
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