Allyl bromide → HCID 69315928, compound

HRID 750924Notes

Reaction equation

HRID 750924 reaction equation
[C:1]([CH:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:20][C@H:19]([CH2:21][NH2:22])[O:18][C:17]3=[O:23])=[CH:12][C:11]=2[F:24])[CH2:6][CH2:5]1)#[N:2].[CH2:25](Br)[CH:26]=[CH2:27].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[C:1]([CH:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:20][C@H:19]([CH2:21][NH:22][CH2:27][CH:26]=[CH2:25])[O:18][C:17]3=[O:23])=[CH:12][C:11]=2[F:24])[CH2:6][CH2:5]1)#[N:2]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 24885852HCID 24885852, compound

Product 1

HCID 69315928HCID 69315928, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The mixture of (S)-N-{3-[4-(4-cyanomethylidene-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-amine (0.12 mmol), allyl bromide (0.18 mmol), and potassium carbonate (0.25 mmol) in tetrahydrofuran was heated at reflux temperature for 12 hours. Solvent evaporation and purification to provided the title compound in 35% yield.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 12 hours
  3. customSolvent evaporation and purification

Sources & evidence

ORD record
ord-11efdd1d8a2f4a4197eda4ebbf433d00
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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