Methyl iodide → HCID 59347032, compound

HRID 1697250Notes

Reaction equation

HRID 1697250 reaction equation
[OH:1][CH2:2][C@H:3]1[O:7][C:6]([CH3:9])([CH3:8])[N:5]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[C@H:4]1[CH2:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([O:24]C)[CH:19]=1.[CH3:26]I>CO>[OH:1][CH2:2][C@H:3]1[O:7][C:6]([CH3:9])([CH3:8])[N:5]([C:10]([O:12][C:13]([CH3:14])([CH3:15])[CH3:16])=[O:11])[C@H:4]1[CH2:17][C:18]1[CH:23]=[CH:22][N:21]([CH3:26])[C:20](=[O:24])[CH:19]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 59347040HCID 59347040, compound

Product 1

HCID 59347032HCID 59347032, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(4S,5S)-Tert-butyl 5-(hydroxymethyl)-4-((2-methoxypyridin-4-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate (0.281 g, 0.797 mmol) was refluxed in methanol (17 mL) with MeI (0.0798 ml, 1.28 mmol) for 48 hrs. Concentration and purification by silica gel chromatography (20:1 DCM/MeOH) afforded the titled compound along with recovered starting material.

Workup

  1. concentrationConcentration and purification by silica gel chromatography (20:1 DCM/MeOH)

Sources & evidence

ORD record
ord-64727229878049a490d400d7cd5489e3
Source dataset
uspto-grants-2012_04
Patent number
US08163909B2

Reaction notes

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