Methyl iodide → HCID 86296100, compound

HRID 513245Notes

Reaction equation

HRID 513245 reaction equation
[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[NH:12][C:11](=[O:16])[C:10]3([CH3:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:5]([CH3:24])[O:4][N:3]=1.[H-].[Na+].[CH3:27]I>C1COCC1>[CH3:1][C:2]1[C:6]([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[N:12]([CH3:27])[C:11](=[O:16])[C:10]3([CH3:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[C:5]([CH3:24])[O:4][N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 86296098HCID 86296098, compound

Product 1

HCID 86296100HCID 86296100, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5-(3,5-Dimethyl-isoxazol-4-yl)-3-methyl-3-phenyl-1,3-dihydro-indol-2-one (54 mg, 0.196 mmol) and NaH (5.5 mg, 0.203 mmol) in THF (10 mL) is stirred at room temperature for 1.5 h. MeI (48 mg, 0.338 mmol) is added to the mixture and stirred overnight. The solvent is removed in vacuo. The residue is purified by chromatography (ethyl acetate:petroleum ether=1:2) to give the desired compound.

Workup

  1. stirringstirred overnight
  2. customThe solvent is removed in vacuo
  3. customThe residue is purified by chromatography (ethyl acetate:petroleum ether=1:2)

Sources & evidence

ORD record
ord-473b6eae1c9a4bfea43f0e1901a8a6e2
Source dataset
uspto-grants-2015_08
Patent number
US09102684B2

Reaction notes

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