Methyl iodide → 7-Bromo-3-methyl-3,4-dihydroquinazolin-4-one

HRID 1496853Notes

Reaction equation

[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:12])[NH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:13]I>CN(C=O)C>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:12])[N:7]([CH3:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 25 °C

Procedure

400 mg 7-Bromoquinazolin-4(3H)-one was dissolved in DMF and 720 mg of CsCO3 and 130 μL of methyliodide were added and the mixture stirred for 3 h at 25° C. Additional 50 μL methyliodide were added and stirred overnight at 25° C. The mixture was filtered off and the mother liquor diluted with DCM and extracted with water. The solvent was removed to yield 490 mg of 7-bromo-3-methylquinazolin-4(3H)-one as solid.

Workup

stirringstirred overnight at 25° C
filtrationThe mixture was filtered off
additionthe mother liquor diluted with DCM
extractionextracted with water
customThe solvent was removed

Sources & evidence

ORD record: ord-168871d7a6094b93b910d797bb03ca6c
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09199937B2

Reaction notes

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