N-bromobutanimide → 5-Bromo-4-chloro-7-methyl-7H-pyrrolo(2,3-d)pyrimidine
Reaction equation
[Cl:1][C:2]1[C:3]2[CH:10]=[CH:9][N:8]([CH3:11])[C:4]=2[N:5]=[CH:6][N:7]=1.C1C(=O)N([Br:19])C(=O)C1>ClCCl>[Br:19][C:10]1[C:3]2[C:2]([Cl:1])=[N:7][CH:6]=[N:5][C:4]=2[N:8]([CH3:11])[CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (12.15 g, 72.5 mmol) in Dichloromethane (DCM) (200 mL) was added NBS (13.55 g, 76 mmol) portionwise, and the reaction mixture was stirred overnight at room temperature. The solvent was evaporated, and the solid was washed with water and dried to afford 5-bromo-4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (17 g) as an off-white solid.
Workup
- customThe solvent was evaporated
- washthe solid was washed with water
- customdried
Sources & evidence
- ORD record
- ord-92316150a0524002954de3a3b1b347a4
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08598156B2
Reaction notes
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