Methyl iodide → HCID 57516777, compound

HRID 629248Notes

Reaction equation

HRID 629248 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:12][C:11]([CH3:14])([CH3:13])[NH:10][C:9]2=[O:15])=[CH:4][CH:3]=1.[H-].[Na+].I[CH3:19]>CN(C=O)C>[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:12][C:11]([CH3:13])([CH3:14])[N:10]([CH3:19])[C:9]2=[O:15])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57516776HCID 57516776, compound

Product 1

HCID 57516777HCID 57516777, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 1-(6-chloropyridazin-3-yl)-4,4-dimethylimidazolidin-2-one (Example 154, step 2) (140 mg, 618 μmol) in DMF (3 ml) was added 60% sodium hydride suspension (37.1 mg, 926 μmol, 1.5 equiv.). After stirring at room temperature for 10 min, iodomethane (132 mg, 57.9 μl, 926 μmol, 1.5 equiv.) was added and the suspension was stirred for 1 hour at room temperature. The solvent was removed in vaccuo and the residue was worked up with ethyl acetate/water. The title compound was obtained as a crystalline light brown solid (129 mg, 87% yield), MS: m/e=241.2, 243.4 (M+H+).

Workup

  1. stirringthe suspension was stirred for 1 hour at room temperature
  2. customThe solvent was removed in vaccuo

Sources & evidence

ORD record
ord-2dfc739ac3bd453ebfd1c1bb7454a540
Source dataset
uspto-grants-2016_04
Patent number
US09315498B2

Reaction notes

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