Methyl iodide → HCID 67045203, compound

HRID 1023699Notes

Reaction equation

HRID 1023699 reaction equation
[CH3:1][N:2]([CH3:25])[C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][N:8]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])=[CH:15][CH:14]=3)[C:9]2=[O:12])=[CH:5][CH:4]=1.C[I:27]>C1COCC1>[I-:27].[C:22]([CH2:21][CH2:20][CH2:19][C:16]1[CH:15]=[CH:14][C:13]([N:8]2[C:9](=[O:12])[C:10]3[C:6](=[CH:5][CH:4]=[C:3]([NH+:2]([CH3:25])[CH3:1])[CH:11]=3)[CH2:7]2)=[CH:18][CH:17]=1)([OH:24])=[O:23]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 44217114HCID 44217114, compound

Product 1

HCID 67045203HCID 67045203, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-[4-(6-dimethylamino-1-oxo-1,3-dihydro-isoindol-2-yl)-phenyl]-butyric acid (35.5 mg, 1.03 mM) obtained in Example 38 in THF (7 ml) was added with methyl iodide (1.2 ml), and the mixture was stirred at room temperature for 60 hours. The deposit was collected by filtration and dried to obtain {2-[4-(3-carboxy-propyl)-phenyl]-3-oxo-2,3-dihydro-1H-isoindol-5-yl}-dimethyl-ammonium iodide (Compound 32) as a colored powdery substance (34.5 mg, yield: 68.5%).

Workup

  1. filtrationThe deposit was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-b4921fb868c74ca7a2f035c9e40eb308
Source dataset
uspto-grants-2014_05
Patent number
US08722723B2

Reaction notes

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