Bromine → HCID 67096178, compound

HRID 2076018Notes

Reaction equation

[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([F:22])[CH:16]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:23]Br>C(Cl)(Cl)Cl>[BrH:23].[Br:23][CH:12]1[CH2:13][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9][CH:10]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([F:22])[CH:16]=2)[C:11]1=[O:14]

Participants

Conditions

Temperature: 50 °C

Procedure

Benzyl-3-(4-chloro-3-fluorophenyl)-piperidin-4-one (100 mg, 0.33 mmol) was dissolved in chloroform (1 mL). To this solution bromine (53 mg, 0.33 mmol) in chloroform (0.5 mL) was added drop wise at −11° C. The reaction was stirred for 1½ hours at 5° C., for 1 hour at room temperature and for 1 hours at 50° C. The solvent was removed under reduced pressure to yield the crude title compound (147 mg) which was used directly in the next step without further purification.

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-b400b87442cc46c9a64f4cc755fc3ac4
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923450B2

Reaction notes

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