Potassium phthalimide → HCID 57664721, compound

HRID 1717406Notes

Reaction equation

HRID 1717406 reaction equation
CS(O[CH2:6][C:7]1[N:11]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][CH3:22])=[O:19])=[CH:14][CH:13]=2)[N:10]=[N:9][C:8]=1[C:23]([NH:25][CH:26]1[CH2:28][CH2:27]1)=[O:24])(=O)=O.[O:29]=[C:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:32](=[O:39])[N-:31]1.[K+]>CN(C=O)C.C(OCC)(=O)C>[CH:26]1([NH:25][C:23]([C:8]2[N:9]=[N:10][N:11]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([NH:20][CH2:21][CH3:22])=[O:19])=[CH:14][CH:13]=3)[C:7]=2[CH2:6][N:31]2[C:32](=[O:39])[C:33]3[C:38](=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:30]2=[O:29])=[O:24])[CH2:27][CH2:28]1

Participants

5

Reactant 2

HCID 3356745Potassium phthalimideHCID 86629804(4-[(cyclopropylamino)carbonyl]-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazol-5-yl)methyl methanesulfonate

Product 1

HCID 57664721HCID 57664721, compoundYield 87.7%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

(4-[(Cyclopropylamino)carbonyl]-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazol-5-yl)methyl methanesulfonate (1.02 g, 2.5 mmol) obtained in Example 126a) and potassium 1,3-dioxo-1,3-dihydroisoindol-2-ide (463 mg, 2.5 mmol, 1.0 eq.) were dissolved in DMF (10 ml), and the mixture was stirred at 50° C. for 30 min. The reaction mixture was diluted with ethyl acetate (20 ml), and the precipitate was collected by filtration, washed with water and dried to give the title compound as a white powder (1.0 g, 87.7%).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-b8f27e51b7e54effa36b86d3df340b7e
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

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