Boron tribromide → HCID 21706220, compound
Reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:8][N:9]([CH3:30])[CH2:10][CH2:11][N:12]1[CH2:18][CH2:17][CH2:16][CH2:15][C:14]([CH2:27][CH3:28])([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([O:25]C)[CH:20]=2)[C:13]1=[O:29].B(Br)(Br)Br>C(Cl)Cl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:30][N:9]([CH3:8])[CH2:10][CH2:11][N:12]1[CH2:18][CH2:17][CH2:16][CH2:15][C:14]([CH2:27][CH3:28])([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([OH:25])[CH:20]=2)[C:13]1=[O:29]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
To a solution of 1-(2-dimethylamino-ethyl)-3-ethyl-3-(3-methoxy-phenyl)-azepan-2-one Trifluoroacetate (as described above in Step A) (0.1 g, 0.23 mmol) in CH2Cl2 (10 mL) at −78° C. was added BBr3 (1M, 0.46 mL, 0.46 mmol). After stirring for 2 hr at 25° C. the reaction mixture was quenched with H2O, the solvents removed in vacuo, and the residue purified by prep RP HPLC to obtain the title compound.
Workup
- customwas quenched with H2O
- customthe solvents removed in vacuo
- customthe residue purified by prep RP HPLC
Sources & evidence
- ORD record
- ord-dd5e39e2c75742ff8f1ccd78dd940b24
- Source dataset
- uspto-grants-2001_09
- Patent number
- US06284755B1
Reaction notes
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