Ethyl Acetate → HCID 178422424, compound

HRID 133009Notes

Reaction equation

HRID 133009 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]2[NH:7][N:6]=[C:5]3[C:11]4[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=4[C:13](=[O:15])[NH:14][C:3]=1[C:4]=23.[Br:20]N1C(=O)CCC1=O.C(OCC)(=O)C>CN(C)C=O>[Br:20][C:9]1[C:8]2[NH:7][N:6]=[C:5]3[C:11]4[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=4[C:13](=[O:15])[NH:14][C:3]([C:4]=23)=[C:2]([CH3:1])[CH:10]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 67184N-bromobutanimideHCID 178423506HCID 178423506, compound

Product 1

HCID 178422424HCID 178422424, compoundYield 68.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 50 mg of 5-methyl-6,7-dihydro-2H-benzo[5,6]azepino[4,3,2-cd]indazol-7-one prepared in Example 25-c in 1 ml dimethylformamide was added 40 mg of N-bromosuccinimide [CAS No. 128-08-5], followed by stirring at room temperature for 30 minutes. To the reaction mixture was added 2 ml of ethyl acetate and the precipitated crystals were collected by filtration. The crystals were washed with ethyl acetate and dried in vacuo, to give 45 mg of the title compound as ocher yellow crystals.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. washThe crystals were washed with ethyl acetate
  3. customdried in vacuo

Sources & evidence

ORD record
ord-a95228eaf34b49df82dce540adb6fb32
Source dataset
uspto-grants-2008_06
Patent number
US07390797B2

Reaction notes

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