Methyl iodide → 2-(2-(1-Methyl-3-(pyridin-4-yl)-1H-1,2,4-triazol-5-yl)ethyl)isoindoline-1,3-dione

HRID 1621101Notes

Reaction equation

HRID 1621101 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[NH:8][C:9]([CH2:12][CH2:13][N:14]3[C:22](=[O:23])[C:21]4[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=4)[C:15]3=[O:24])=[N:10][N:11]=2)=[CH:3][CH:2]=1.[CH3:25]C(C)([O-])C.[K+].IC>>[CH3:25][N:10]1[C:9]([CH2:12][CH2:13][N:14]2[C:15](=[O:24])[C:16]3[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:22]2=[O:23])=[N:8][C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[N:11]1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 178514986HCID 178514986, compound

Product 1

HCID 712792712-(2-(1-Methyl-3-(pyridin-4-yl)-1H-1,2,4-triazol-5-yl)ethyl)isoindoline-1,3-dione

Procedure

The product was obtained starting from 2-(2-(5-(pyridin-4-yl)-4H-1,2,4-triazol-3-yl)ethyl)isoindoline-1,3-dione (300 mg, 752 μmol) according to the method described in example 8, step 1 using 1.3 equivalents of potassium tert-butoxide and iodomethane with a reaction time of 16 h and after purification by flash chromatography (using silica gel and a MeOH/ethyl acetate gradient) as white solid (114.9 mg, 345 μmol, 45.9%). MS: M=334.1 (M+H)+

Workup

  1. customThe product was obtained
  2. customafter purification by flash chromatography (

Sources & evidence

ORD record
ord-520d84d4553644dab4752fb248e3826f
Source dataset
uspto-grants-2014_07
Patent number
US08772510B2

Reaction notes

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