7-bromo-2-chloroquinazoline Chemical Properties

Boiling point:

309.7±24.0 °C(Predicted)

Density 

1.762±0.06 g/cm3 (20 ºC 760 Torr)

storage temp. 

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

pka

-0.51±0.30(Predicted)

Appearance

Off-white to yellow Solid

InChI

InChI=1S/C8H4BrClN2/c9-6-2-1-5-4-11-8(10)12-7(5)3-6/h1-4H

InChIKey

LEVIQMAFISIVMA-UHFFFAOYSA-N

SMILES

N1=C2C(C=CC(Br)=C2)=CN=C1Cl

7-bromo-2-chloroquinazoline Usage And Synthesis

Uses

7-Bromo-2-chloroquinazoline is a heterocyclic derivative and is mainly used as a pharmaceutical intermediate.

Synthesis

Step 5. Synthesis of 7-bromo-2-chloroquinazoline: A suspension of 7-bromoquinazolin-2(1H)-one (0.5 M) in phosphoryl chloride was placed in an oil bath, heated to 110 °C and maintained for 1 hour. After completion of the reaction, the mixture was cooled to room temperature. Subsequently, the volatiles were removed under reduced pressure. The residue was ground with ice water and the resulting solid was collected by filtration and dried in air to afford the target product 7-bromo-2-chloroquinazoline in 65% yield. The product was analyzed by electrospray mass spectrometry (ES/MS) and showed m/z of 243/245 (MH+).

References

[1] Patent: WO2007/117607, 2007, A2. Location in patent: Page/Page column 334
[2] Patent: WO2017/32840, 2017, A1. Location in patent: Page/Page column 258
[3] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 24, p. 6829 - 6833

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