Hydrogen Bromide → 5-(3-Bromopropyl)-2-(2-fluorophenyl)pyridine
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16]O)=[CH:10][CH:9]=1.[BrH:18]>>[Br:18][CH2:16][CH2:15][CH2:14][C:11]1[CH:10]=[CH:9][C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])=[N:13][CH:12]=1Participants
3
Procedure
230 mg (0.99 mmol) of 3-(6-(2-fluorophenyl)pyridin-3-yl)propan-1-ol were stirred in 10 ml of hydrobromic acid (33% in acetic acid) at 60° C. for 6 h. After concentrating, a sodium hydrogencarbonate solution was added, the resulting mixture was extracted with ethyl acetate, and the organic phase was separated and concentrated. Yield: 707 mg (71%).
Workup
- concentrationAfter concentrating
- additiona sodium hydrogencarbonate solution was added
- extractionthe resulting mixture was extracted with ethyl acetate
- customthe organic phase was separated
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-4147e10a44414370a71c54a870ac4a8b
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08518976B2
Reaction notes
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