N-bromobutanimide → HCID 131721869, compound

HRID 2288013Notes

Reaction equation

HRID 2288013 reaction equation
[CH3:1][N:2]1[C:16]2[C:17]3[C:4]([CH2:5][C@@H:6]4[C@@:11]([O:18][CH3:19])([C:12]=3[CH:13]=[CH:14][CH:15]=2)[CH2:10][C@@:9]([C:21]2[O:25][N:24]=[C:23]([C:26]3[CH:27]=[N:28][CH:29]=[C:30]([Br:32])[CH:31]=3)[N:22]=2)([CH3:20])[CH2:8][N:7]4[CH3:33])=[CH:3]1.[Br:34]N1C(=O)CCC1=O>O1CCOCC1>[CH3:1][N:2]1[C:16]2[C:17]3[C:4]([CH2:5][C@@H:6]4[C@@:11]([O:18][CH3:19])([C:12]=3[CH:13]=[CH:14][CH:15]=2)[CH2:10][C@@:9]([C:21]2[O:25][N:24]=[C:23]([C:26]3[CH:27]=[N:28][CH:29]=[C:30]([Br:32])[CH:31]=3)[N:22]=2)([CH3:20])[CH2:8][N:7]4[CH3:33])=[C:3]1[Br:34]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 86755504HCID 86755504, compound

Product 1

HCID 131721869HCID 131721869, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 2 g of 1,6-dimethyl-8β-methyl-[3-(5-bromo-pyridin-3-yl)-1,2,4-oxadiazol-5-yl]-10α-methoxy-ergoline in 75 ml of dioxane were added portionwise 0.9 g of N-bromo-succinimide. After stirring at 40° C. for 2 hours, the solvent was removed and the residue was chromatographed on silica gel eluting with ethylacetate.

Workup

  1. customthe solvent was removed
  2. customthe residue was chromatographed on silica gel eluting with ethylacetate

Sources & evidence

ORD record
ord-e05861a729ae4852b3aafb7237661875
Source dataset
uspto-grants-2000_07
Patent number
US06087371

Reaction notes

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