Water → HCID 11394934, compound

HRID 2247007Notes

Reaction equation

HRID 2247007 reaction equation
[F:1][C:2]1([CH2:26][N:27]=[N+]=[N-])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]3=[O:24])=[CH:10][C:9]=2[F:25])[CH2:4][CH2:3]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>O1CCCC1>[F:1][C:2]1([CH2:26][NH2:27])[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:18][C@H:17]([CH2:19][NH:20][C:21](=[O:23])[CH3:22])[O:16][C:15]3=[O:24])=[CH:10][C:9]=2[F:25])[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 11750153HCID 11750153, compound

Product 1

HCID 11394934HCID 11394934, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by reacting (S)-N-{3-[4-(4-fluoro-4-azidomethylpiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (0.73 mmol) with triphenylphosphine (1.27 mmol) in tetrahydrofuran (10 ml) at a temperature 25° C. for six hours and then refluxing for overnight after addition of drop of water followed by purification using silica gel column chromatography in 67% yield.

Workup

  1. customat a temperature 25° C.
  2. customfor six hours
  3. temperaturerefluxing for overnight
  4. customfollowed by purification

Sources & evidence

ORD record
ord-2786c827f1284eb3ab1c9ba475406bf4
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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