(Diethylamino)sulfur trifluoride → HCID 11474826, compound

HRID 2247006Notes

Reaction equation

HRID 2247006 reaction equation
[C:1]([CH2:3][C:4]1(O)[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:23](=[O:25])[CH3:24])[O:18][C:17]3=[O:26])=[CH:12][C:11]=2[F:27])[CH2:6][CH2:5]1)#[N:2].CCN(S(F)(F)[F:35])CC>ClCCl>[F:35][C:4]1([CH2:3][C:1]#[N:2])[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:23](=[O:25])[CH3:24])[O:18][C:17]3=[O:26])=[CH:12][C:11]=2[F:27])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 11383720HCID 11383720, compound

Product 1

HCID 11474826HCID 11474826, compoundYield 47%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by stirring (S)-N-{3-[4-(4-cyanomethyl-4-hydroxypiperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (2.45 mmol) with DAST (3.06 mmol) in dichloromethane (10 ml) at a temperature 0° C. for one hour and by purifying the compound by silica gel column chromatography in 47% yield.

Workup

  1. customby purifying the compound by silica gel column chromatography in 47% yield

Sources & evidence

ORD record
ord-b4572cff1e0049959bc784a3ad592224
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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