Methyl iodide → HCID 58938524, compound

HRID 598060Notes

Reaction equation

HRID 598060 reaction equation
[C:1]1([CH3:26])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[NH:9][C:10]1[C:11]([O:24]C)=[N:12][C:13]([N:17]([CH2:21][CH2:22][CH3:23])[CH2:18][CH2:19][CH3:20])=[N:14][C:15]=1[CH3:16].I[CH3:28]>>[CH2:18]([N:17]([CH2:21][CH2:22][CH3:23])[C:13]1[N:12]([CH3:28])[C:11](=[O:24])[C:10]([NH:9][C:2]2[C:3]([CH3:8])=[CH:4][C:5]([CH3:7])=[CH:6][C:1]=2[CH3:26])=[C:15]([CH3:16])[N:14]=1)[CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 69433788HCID 69433788, compound

Product 1

HCID 58938524HCID 58938524, compoundYield 29%

Conditions

Temperature
140 °C

Procedure

N5-Mesityl-4-methoxy-6-methyl-N2,N2-dipropylpyrimidin-2,5-diamine (9.0 mg, 0.025 mmol) was dissolved in iodomethane (2 mL). The solution was heated in a sealed tube for 6 h at 140° C. The solution was cooled and concentrated. Flash chromatography (20% ethyl acetate/hexanes) gave 2.6 mg (29% yield) of the desired compound.

Workup

  1. temperatureThe solution was cooled
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-607d66f67d7347189d40dcd98e0b450f
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

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