Acetamidine → 7-Bromo-2-methylquinazoline
Reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4](F)[CH:3]=1.[C:11]([NH2:14])(=[NH:13])[CH3:12]>CC(N(C)C)=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([CH:6]=[N:13][C:11]([CH3:12])=[N:14]2)=[CH:8][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
The 4-Bromo-2-fluoro-benzaldehyde (1 g, 4.9 mmol), acetamidine and DMA were mixed and heated to 140° C. for 5 hours. The mixture was cooled to room temperature and dried under vacuum. The mixture was purified by flash column afforded 47 mg product in 4% yield. MS (ESI) m/e 223 (M+1)+.
Workup
- temperatureThe mixture was cooled to room temperature
- customdried under vacuum
- customThe mixture was purified by flash column
Sources & evidence
- ORD record
- ord-0e53fc394a054dc2b1c292595095782c
- Source dataset
- uspto-grants-2004_12
- Patent number
- US06831175B2
Reaction notes
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