Methyl iodide → HCID 485757, compound

HRID 412496Notes

Reaction equation

HRID 412496 reaction equation
[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([S:18][C:19](=O)C)=[C:14]([F:22])[CH:13]=2)[CH2:7]1)(=[O:3])[CH3:2].CI>CN1CCCC1=O>[C:1]([NH:4][CH2:5][C@@H:6]1[O:10][C:9](=[O:11])[N:8]([C:12]2[CH:17]=[CH:16][C:15]([S:18][CH3:19])=[C:14]([F:22])[CH:13]=2)[CH2:7]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 22977311HCID 22977311, compound

Product 1

HCID 485757HCID 485757, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Prepared according to Method A of the General Procedures for Preparation of 5-(S)-(N-Acylaminomethyl)-3-[4′-(substituted)thio-3′-fluorophenyl]oxazoli-dine-2-ones from BAL resin immobilized 5-(S)-acetamidomethyl-3-[4′-acetylthio-3′-fluorophenyl]oxazoli-dine-2-one with methyl iodide (0.05 mL, 0.81 mmol) in N-methylpyrrolidine-2-one (1 mL). The synthesis was performed at r.t. overnight, and the crude cleaved product purified by TLC (eluent:. 10% methanol in dichloromethane). Yield 6.3 mg (52%). MS: 299 [M+H]+. 1H NMR.

Workup

  1. customPrepared
  2. customthe crude cleaved product purified by TLC (eluent:. 10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-3f668200273d45a18ebf221e6ebb421d
Source dataset
uspto-grants-2003_05
Patent number
US06562844B2

Reaction notes

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