Water → HCID 91268970, compound

HRID 1354399Notes

Reaction equation

HRID 1354399 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:25]#[N:26])=[C:6]([S:8][C@@H:9]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:10][NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:7]=1.[H-].[Na+].I[CH3:30].O>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:25]#[N:26])=[C:6]([S:8][C@@H:9]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:10][N:11]([CH3:30])[C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:15])[CH3:16])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 91380747HCID 91380747, compound

Product 1

HCID 91268970HCID 91268970, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the product from Example 4 step (a) (92 mg) in THF (5 ml) was added sodium hydride (60% in oil; 10 mg) followed by iodomethane (60 μl). The mixture was stirred at room temperature for 2 days then poured into water and extracted with diethyl ether (three times). The combined organic layers were washed with brine and dried (MgSO4). The solvent was evaporated off to give the sub-title compound (100 mg) as an oil.

Workup

  1. extractionextracted with diethyl ether (three times)
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried (MgSO4)
  4. customThe solvent was evaporated off

Sources & evidence

ORD record
ord-71cb0568d7b64d12b98d1420a5b7ae18
Source dataset
uspto-grants-2007_05
Patent number
US07223794B2

Reaction notes

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