Isoindoline → HCID 57510015, compound

HRID 624164Notes

Reaction equation

HRID 624164 reaction equation
C1(O[C:8](=[O:26])[NH:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[N:21]4[CH:22]=[CH:23][CH:24]=[C:20]4[C:19](=[O:25])[NH:18][N:17]=3)=[CH:12][CH:11]=2)C=CC=CC=1.[CH2:27]1[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH2:29][NH:28]1>CS(C)=O.C(OCC)(=O)C>[O:25]=[C:19]1[NH:18][N:17]=[C:16]([C:13]2[CH:12]=[CH:11][C:10]([NH:9][C:8]([N:28]3[CH2:29][C:30]4[C:35](=[CH:34][CH:33]=[CH:32][CH:31]=4)[CH2:27]3)=[O:26])=[CH:15][CH:14]=2)[N:21]2[CH:22]=[CH:23][CH:24]=[C:20]12

Participants

5

Reactant 2

HCID 422478IsoindolineHCID 68753207HCID 68753207, compound

Product 1

HCID 57510015HCID 57510015, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

40 mg [4-(1-Oxo-1,2-dihydro-pyrrolo[1,2-d][1,2,4]triazin-4-yl)-phenyl]-carbamic acid phenyl ester (0.115 mmol) were dissolved in 0.3 ml DMSO. A mixture of 15 mg isoindoline (0.121 mmol) in 0.2 ml DMSO was added at room temperature and the reaction was stirred at room temperature over night. The reaction mixture was diluted in ethyl acetate and washed with water, aqueous HCl, water, aqueous NaOH, and water. The solvent was evaporated under reduced pressure to afford the title compound.

Workup

  1. additionwas added at room temperature
  2. washwashed with water, aqueous HCl, water, aqueous NaOH, and water
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4a3ec27560d245398fede8de3e3c401e
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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