6-(Dimethylamino)pyridine-3-carbaldehyde → 5-bromo-N,N-dimethylpyridin-2-amine

HRID 1790470Notes

Reaction equation

HRID 1790470 reaction equation
FC1C=CC(CCN2CCC(N3C4C(=CC=C([Br:23])C=4)CC3)CC2)=CC=1.[CH3:26][N:27]([CH3:36])[C:28]1[CH:33]=[CH:32][C:31](C=O)=[CH:30][N:29]=1>>[Br:23][C:31]1[CH:32]=[CH:33][C:28]([N:27]([CH3:36])[CH3:26])=[N:29][CH:30]=1

Participants

3

Reactant 2

HCID 112405776-(Dimethylamino)pyridine-3-carbaldehydeHCID 220378891-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoline

Product 1

HCID 38030415-bromo-N,N-dimethylpyridin-2-amineYield 150.9%

Procedure

1-[1-(4-Fluorophenethyl)piperidin-4-yl]-6-bromoindoline (0.5 g) and 2-dimethylamino-5-formylpyridine (0.345 g) were treated as in Example 130 to give the title compound (0.376 g) as a colorless oil (yield: 65.3%).

Sources & evidence

ORD record
ord-49f9de68a7b64bc7bd7b5b8f35d39ebd
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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