Acetonitrile → HCID 22235350, compound

HRID 1743722Notes

Reaction equation

HRID 1743722 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[CH:7][C:6]=1[C:13]#[N:14].[C:15]([O-:18])([O-])=[O:16].[K+].[K+].[CH3:21][C:22]#[N:23]>>[C:13]([C:6]1[CH:7]=[C:8]([C:9]#[N:10])[CH:11]=[CH:12][C:5]=1[O:4][CH2:3][CH2:2][N:23]1[CH:8]2[CH2:11][CH2:12][CH:22]1[CH2:21][N:10]([C:15]([O:18][C:6]([CH3:13])([CH3:7])[CH3:5])=[O:16])[CH2:9]2)#[N:14]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 21867594HCID 21867594, compound

Product 1

HCID 22235350HCID 22235350, compoundYield 84%

Conditions

Temperature
70 °C

Procedure

The free base (0.9 g, 4.1 mmol) was dissolved in CH3CN (50 mL) and 4-(2-bromoethoxy)isophthalonitrile (1.17 g, 4.7 mmol; from step (a) above) and K2CO3 (0.93 g, 6.75 mmol) were added. The mixture was stirred at 70° C. for 6 h, the solids were filtered off and the residue was evaporated and purified by column chromatography (CHCl3:MeOH, 95:5) to give the sub-title compound in 84% yield.

Workup

  1. filtrationthe solids were filtered off
  2. customthe residue was evaporated
  3. custompurified by column chromatography (CHCl3:MeOH, 95:5)

Sources & evidence

ORD record
ord-f33da11c2beb4aa8b5bfd902bc578e6e
Source dataset
uspto-grants-2006_03
Patent number
US07012074B2

Reaction notes

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