Methyl iodide → HCID 22252348, compound

HRID 1611983Notes

Reaction equation

HRID 1611983 reaction equation
[ClH:1].Cl.[CH2:3]1[N:8]([CH2:9][CH2:10][CH2:11][C:12]([NH:14][C:15]2[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=2)=[O:13])[CH2:7][CH2:6][N:5]2[CH2:27][CH2:28][CH2:29][CH2:30][CH:4]12.[CH3:31]C(C)([O-])C.[K+].CI>O1CCCC1>[ClH:1].[ClH:1].[CH3:31][N:14]([C:15]1[CH:20]=[C:19]([O:21][CH3:22])[C:18]([O:23][CH3:24])=[C:17]([O:25][CH3:26])[CH:16]=1)[C:12](=[O:13])[CH2:11][CH2:10][CH2:9][N:8]1[CH2:7][CH2:6][N:5]2[CH2:27][CH2:28][CH2:29][CH2:30][CH:4]2[CH2:3]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 22252397HCID 22252397, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 22252348HCID 22252348, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.9 g of the compound obtained in Example 2 is dissolved in 50 ml of tetrahydrofuran and, under argon, there are added 0.265 g of potassium tert-butoxide and then, after 1 hour's stirring, 0.15 ml of methyl iodide. Stirring is maintained for 1 hour and the solvent is removed in vacuo. The residue is taken up in a mixture of water/dichloromethane, extracted, decanted and then dried over Na2SO4 and evaporated to dryness in vacuo. The product is converted to the hydrochloride using ethanolic hydrogen chloride.

Workup

  1. stirringStirring
  2. temperatureis maintained for 1 hour
  3. customthe solvent is removed in vacuo
  4. additionThe residue is taken up in a mixture of water/dichloromethane
  5. extractionextracted
  6. customdecanted
  7. dry with materialdried over Na2SO4
  8. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-833a825d63ad4c9baa4ecbf4af2fcfc3
Source dataset
uspto-grants-2006_01
Patent number
US06992085B2

Reaction notes

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