Triethylamine → HCID 11751560, compound

HRID 2247012Notes

Reaction equation

HRID 2247012 reaction equation
[F:1][C:2]1(F)[C:7]([N:8]2[CH2:13][CH2:12][C:11]([F:16])([CH2:14][OH:15])[CH2:10][CH2:9]2)=[CH:6][CH:5]=[C:4]([N:17]2[CH2:21][C@H:20]([CH2:22][NH:23][C:24](=[O:26])[CH3:25])[O:19][C:18]2=[O:27])[CH2:3]1.[CH3:29][S:30](Cl)(=[O:32])=[O:31].C(N(CC)CC)C>ClCCl>[F:16][C:11]1([CH2:14][O:15][S:30]([CH3:29])(=[O:32])=[O:31])[CH2:12][CH2:13][N:8]([C:7]2[CH:6]=[CH:5][C:4]([N:17]3[CH2:21][C@H:20]([CH2:22][NH:23][C:24](=[O:26])[CH3:25])[O:19][C:18]3=[O:27])=[CH:3][C:2]=2[F:1])[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 68696764HCID 68696764, compound

Product 1

HCID 11751560HCID 11751560, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by reacting (S)-N-{3-[3-fluoro-4-(4-fluoro-4-hydroxymethyl-piperidin-1-yl)-3-fluorophenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide (0.76 mmol) with methanesulfonyl chloride (0.91 mmol) in dichloromethane (10 ml) at 10° C. in presence of triethylamine (1.3 mmol) followed by purification by using silica gel column chromatography in 75% yield. M.P. 182-183° C. and MS (M+1)=462 (MH+, 100%) M.F.=C19H25F2N3O6S.

Workup

  1. customat 10° C.
  2. customfollowed by purification

Sources & evidence

ORD record
ord-e57f7e5851b2478aae9a75311e3ad375
Source dataset
uspto-grants-2010_03
Patent number
US07687627B2

Reaction notes

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