1-Bromo-3-chloropropane → HCID 59457498, compound
Reaction equation
Br[CH2:2][CH2:3][CH2:4][Cl:5].C(=O)([O-])[O-].[K+].[K+].[CH3:12][CH:13]1[CH2:17][CH2:16][CH2:15][N:14]1[CH2:18][C:19]1[N:20]=[C:21]([C:24]2[CH:29]=[CH:28][C:27]([OH:30])=[CH:26][CH:25]=2)[O:22][CH:23]=1>CC(C)=O>[Cl:5][CH2:4][CH2:3][CH2:2][O:30][C:27]1[CH:28]=[CH:29][C:24]([C:21]2[O:22][CH:23]=[C:19]([CH2:18][N:14]3[CH2:15][CH2:16][CH2:17][CH:13]3[CH3:12])[N:20]=2)=[CH:25][CH:26]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 56 °C
Procedure
A mixture of 1-bromo-3-chloropropane (0.7 mmol, 2 eq, 11.5 mg), potassium carbonate (0.7 mmol, 2 eq, 98 mg) and 4-{4-[(2-methylpyrrolidin-1-yl)methyl]-1,3-oxazol-2-yl}phenol ax65 (0.35 mmol, 1 eq, 91.5 mg) in acetone (1.25 ml) is stirred at 56° C. overnight. The mixture is then filtered, washed with acetone (2×500 μl), and the solvent is removed under reduced pressure. The residue is dissolved in 3.5 ml of dichloromethane and washed twice with water (2×3.5 ml) and finally with brine (3.5 ml). The organic layer is dried over magnesium sulfate, filtered and the solvent is removed under reduced pressure. The crude product is used directly in the next step.
Workup
- filtrationThe mixture is then filtered
- washwashed with acetone (2×500 μl)
- customthe solvent is removed under reduced pressure
- dissolutionThe residue is dissolved in 3.5 ml of dichloromethane
- washwashed twice with water (2×3.5 ml) and finally with brine (3.5 ml)
- dry with materialThe organic layer is dried over magnesium sulfate
- filtrationfiltered
- customthe solvent is removed under reduced pressure
Sources & evidence
- ORD record
- ord-2ba902954960444796bc61930751cd8c
- Source dataset
- uspto-grants-2010_09
- Patent number
- US07790720B2
Reaction notes
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