HCID 59754027, compound → HCID 60133460, compound

HRID 2247033Notes

Reaction equation

HRID 2247033 reaction equation
[O:1]=[C:2]1[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][C:3]1([CH3:27])[CH3:26].[CH3:28][Li]>O1CCCC1>[CH3:26][C:3]1([CH3:27])[C:2]([CH3:28])([OH:1])[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]1

Participants

4

Reactant 2

HCID 59754027HCID 59754027, compoundHCID 178418348HCID 178418348, compound

Product 1

HCID 60133460HCID 60133460, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

By reacting (S)-N-{3-[4-(4-oxo-3,3-dimethyl-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (2.3 mmol) and methyl lithium (2.3 mmol) in tetrahydrofuran (20 ml) followed by silica gel chromatographic separation of diastereomer the compound was obtained in 69% yield. M.P. 114-116° C. and MS (M+1)=394 (MH+, 100%) for M.F.=C20H28FN3O4.

Workup

  1. customfollowed by silica gel chromatographic separation of diastereomer the compound
  2. customwas obtained in 69% yield

Sources & evidence

ORD record
ord-5af5a8ab50a54a789e3bad85969b3c15
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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