Methyl iodide → HCID 178502864, compound

HRID 2305670Notes

Reaction equation

HRID 2305670 reaction equation
IC.[C:3]([NH:6][CH2:7][C@@H:8]1[O:12][C:11](=[O:13])[N:10]([C:14]2[CH:19]=[CH:18][C:17]([C:20](=[NH:23])[NH:21][OH:22])=[C:16]([F:24])[CH:15]=2)[CH2:9]1)(=[O:5])[CH3:4].[C:25](N=C(N(C)C)N(C)C)(C)(C)C>CN(C=O)C>[C:3]([NH:6][CH2:7][C@@H:8]1[O:12][C:11](=[O:13])[N:10]([C:14]2[CH:19]=[CH:18][C:17]([C:20](=[NH:23])[NH:21][O:22][CH3:25])=[C:16]([F:24])[CH:15]=2)[CH2:9]1)(=[O:5])[CH3:4]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineHCID 178474861HCID 178474861, compound

Product 1

HCID 178502864HCID 178502864, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Iodomethane (0.02 ml, 0.39 mmol) was added to a solution of 5-(S)-acetamidomethyl-3-[4′-(N-hydroxyamidino)-3′-fluorophenyl]oxazolidine-2-one (0.080 g, 0.26 mmol) and tert-butyl-1,1,3,3-tetramethylguanidine (0.058 ml, 0.39 mmol) in DMF (1.0 ml), and the mixture was stirred at r.t. overnight. Solvent was removed under vacuum, and the crude product purified by silica gel PTLC (10% methanol in DCM). HPLC: Rt 3.6 min. MS (m/z): [M+H]+=325.

Workup

  1. customSolvent was removed under vacuum
  2. customthe crude product purified by silica gel PTLC (10% methanol in DCM)

Sources & evidence

ORD record
ord-85d5fa564d4845778948210e535f301c
Source dataset
uspto-grants-2002_08
Patent number
US06441005B1

Reaction notes

Loading…