Dichloromethane → 4-Bromomethyl-3-iodo-pyridine hydrobromide
Reaction equation
[I:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8]O.P(Br)(Br)[Br:11].C(Cl)Cl>C1COCC1>[BrH:11].[Br:11][CH2:8][C:7]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[I:1]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 24A (142 mg, 0.604 mmol) and PBr3 (0.61 mL, 1M in CH2Cl2, 0.61 mmol) in THF (5 mL) was heated to reflux for 30 minutes. The reaction mixture was cooled to room temperature, CH2Cl2 was added and the mixture was filtered. The solid was rinsed with CH2Cl2 and dried to give 24B (198.2 mg, 86.6%). HPLC Rt=1.756 min.
Workup
- temperaturewas heated
- temperatureto reflux for 30 minutes
- filtrationthe mixture was filtered
- washThe solid was rinsed with CH2Cl2
- customdried
Sources & evidence
- ORD record
- ord-2b9fccb231af4938886b01cdecbb3f03
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07378426B2
Reaction notes
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