1-[2-(4-Fluorophenyl)ethyl]piperidin-4-one → 6-bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-one

HRID 1790498Notes

Reaction equation

HRID 1790498 reaction equation
[CH3:1][C:2]1([CH3:12])[C:10]2[C:5](=[CH:6][C:7]([Br:11])=[CH:8][CH:9]=2)[NH:4][CH2:3]1.FC1C=CC(CCN2CCC(=[O:28])CC2)=CC=1>>[CH3:1][C:2]1([CH3:12])[C:10]2[C:5](=[CH:6][C:7]([Br:11])=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:28]

Participants

3

Reactant 2

HCID 70235941-[2-(4-Fluorophenyl)ethyl]piperidin-4-oneHCID 107044106-Bromo-3,3-dimethylindoline

Product 1

HCID 106576496-bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-oneYield 89.2%

Procedure

3,3-Dimethyl-6-bromoindoline (3.10 g), 1-[2-(4-fluorophenyl)ethyl]-4-piperidone (2.81 g) and triacetoxylated sodium borohydride (5.70 g) were treated as in Example 16 to give the title compound (2.72 g) as a white amorphous solid (yield: 49.8%).

Sources & evidence

ORD record
ord-f23be0e308a34927aa7afcab7bc48bcb
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

Loading…