| Identification | Back Directory | [Name]
2,4-Dichloro-7-fluoroquinazoline | [CAS]
174566-15-5 | [Synonyms]
4-dichloro-7-fluoroquinazoline
2,4-Dichloro-7-fluoroquizoline
2,4-Dichloro-7-fluoroquinazolin
2,4-DICHLORO-7-FLUOROQUINAZOLINE
7-Fluoro-2,4-dichloroquinazoline
Quinazoline, 2,4-dichloro-7-fluoro- | [Molecular Formula]
C8H3Cl2FN2 | [MDL Number]
MFCD09954885 | [MOL File]
174566-15-5.mol | [Molecular Weight]
217.03 |
| Chemical Properties | Back Directory | [Boiling point ]
277 °C | [density ]
1.571 | [Fp ]
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 |
| Hazard Information | Back Directory | [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 |
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