HCID 66738448, compound → HCID 66738357, compound

HRID 1640923Notes

Reaction equation

HRID 1640923 reaction equation
I[CH2:2][C:3]1[N:4]=[N:5][N:6]([CH2:8][CH2:9][N:10]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:20])[CH:7]=1>[Pd].C(O)C>[CH3:2][C:3]1[N:4]=[N:5][N:6]([CH2:8][CH2:9][N:10]2[C:11](=[O:20])[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18]2=[O:19])[CH:7]=1

Participants

4

Reactant 1

HCID 66738448HCID 66738448, compound

Product 1

HCID 66738357HCID 66738357, compoundYield 74.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Stir a mixture of 2-(2-(4-(iodomethyl)-1H-1,2,3-triazol-1-yl)ethyl) isoindoline-1,3-dione (1 g, 2.62 mmol) and 0.2 g of 10% palladium on carbon in ethanol (10 mL) under a hydrogen balloon overnight. Filter to remove the solid and concentrate. Purify by column chromatography (DCM to 20% ethyl acetate in DCM) to afford the title compound as a yellow solid (0.5 g, 74%). MS (EI) m/z 257 [M+1]+.

Workup

  1. filtrationFilter
  2. customto remove the solid
  3. concentrationconcentrate
  4. customPurify by column chromatography (DCM to 20% ethyl acetate in DCM)

Sources & evidence

ORD record
ord-18c9bc8c1d51465282b29a404b395069
Source dataset
uspto-grants-2012_02
Patent number
US08114872B2

Reaction notes

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