Methyl iodide → HCID 87618408, compound

HRID 2111428Notes

Reaction equation

HRID 2111428 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]2[C:12](=[CH:13][N:14]=1)[NH:11][C:10](=[O:15])[CH:9]1[CH2:16][N:5]2[CH2:6][CH2:7][CH2:8]1.[C:17](=O)([O-])[O-].[Cs+].[Cs+].IC>CN(C)C=O>[Cl:1][C:2]1[N:3]=[C:4]2[C:12](=[CH:13][N:14]=1)[N:11]([CH3:17])[C:10](=[O:15])[CH:9]1[CH2:16][N:5]2[CH2:6][CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 87618658HCID 87618658, compound

Product 1

HCID 87618408HCID 87618408, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 0.075 g (0.00032 mole) of (rac)-4-chloro-1,3,5,8-tetraaza-tricyclo[8.3.1.0*2,7*]tetradeca-2,4,6-trien-9-one (VI-67), 0.8 mL of dimethylformamide, 0.17 g (0.0005 mole) of cesium carbonate and 0.055 g (0.0004 mole) of iodomethane was stirred at ambient temperature for 2 hours and then concentrated under reduced pressure. The residue was diluted with ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give (rac)-4-chloro-8-methyl-1,3,5,8-tetraaza-tricyclo[8.3.1.0*2,7*]tetradeca-2,4,6-trien-9-one (VII-67), which was used directly in the next step.

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-055e3d2859354f73b975a37b54a65bfe
Source dataset
uspto-grants-2009_04
Patent number
US07517873B2

Reaction notes

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