Propionyl chloride → HCID 24885625, compound

HRID 750921Notes

Reaction equation

HRID 750921 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].[C:25](Cl)(=[O:28])[CH2:26][CH3:27]>N1C=CC=CC=1>[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][C:25](=[O:28])[CH2:26][CH3:27])[O:18][C:17]3=[O:23])=[CH:12][C:11]=2[F:24])[CH2:6][CH2:5]1)#[N:2]

Participants

4

Reactant 2

HCID 62324Propionyl chlorideHCID 24885852HCID 24885852, compound

Product 1

HCID 24885625HCID 24885625, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The mixture of (S)-N-{3-[4-(4-cyanomethylidene-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-amine (1.5 mmol), propionyl chloride (1.79 mmol) in 10 ml pyridine was stirred at room temperature for 3 hours. Evaporation of the solvent under vacuum and silica gel column chromatography afforded the titled compound in 52% yield.

Workup

  1. customEvaporation of the solvent under vacuum and silica gel column chromatography

Sources & evidence

ORD record
ord-722ee8a47df44abd97c629a5dca57d0e
Source dataset
uspto-grants-2008_07
Patent number
US07405228B2

Reaction notes

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