Triethylamine → HCID 11236504, compound

HRID 2247078Notes

Reaction equation

HRID 2247078 reaction equation
[OH:1][CH2:2][C:3]1([OH:27])[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:19][C@H:18]([CH2:20][NH:21][C:22](=[O:24])[CH3:23])[O:17][C:16]3=[O:25])=[CH:11][C:10]=2[F:26])[CH2:5][CH2:4]1.[CH3:28][S:29](Cl)(=[O:31])=[O:30].C(N(CC)CC)C>ClCCl>[CH3:28][S:29]([O:1][CH2:2][C:3]1([OH:27])[CH2:4][CH2:5][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:19][C@H:18]([CH2:20][NH:21][C:22](=[O:24])[CH3:23])[O:17][C:16]3=[O:25])=[CH:11][C:10]=2[F:26])[CH2:7][CH2:8]1)(=[O:31])=[O:30]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 11349540HCID 11349540, compound

Product 1

HCID 11236504HCID 11236504, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by reacting (S)-N-{3-[4-(4-hydroxymethyl-4-hydroxy-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (1.00 mmol) with methanesulfonyl chloride (1.20 mmol) and triethylamine (1.50 mmol) in dichloromethane (15 ml) at a temperature 0-10° C. for 4 hours and by purifying the compound by silica gel column chromatography in 80% yield.

Workup

  1. customat a temperature 0-10° C.
  2. customfor 4 hours
  3. customby purifying the compound by silica gel column chromatography in 80% yield

Sources & evidence

ORD record
ord-f715a48571064503911f66261839f015
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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