Acetic Acid → HCID 9980833, compound

HRID 418460Notes

Reaction equation

HRID 418460 reaction equation
BrN1C(=O)CCC1=O.[Cl:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH2:19][C:20]([OH:22])=[O:21])[C:14]([CH3:23])=[C:13]2[C:24]1[C:33]2[C:28](=[CH:29][C:30]([Cl:34])=[CH:31][CH:32]=2)[N:27]=[CH:26][CH:25]=1.[C:35]([OH:38])(=[O:37])[CH3:36]>ClCCCl>[C:35]([O:38][CH2:23][C:14]1[N:15]([CH2:19][C:20]([OH:22])=[O:21])[C:16]2[C:12]([C:13]=1[C:24]1[C:33]3[C:28](=[CH:29][C:30]([Cl:34])=[CH:31][CH:32]=3)[N:27]=[CH:26][CH:25]=1)=[CH:11][C:10]([Cl:9])=[CH:18][CH:17]=2)(=[O:37])[CH3:36]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 67184N-bromobutanimideHCID 10340025HCID 10340025, compound

Product 1

HCID 9980833HCID 9980833, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

1-Bromo-2,5-pyrrolidinedione (50 mg) was added to a solution of the product from Example 27 step b) (0.1 g) in 1,2-dichloroethane (5 ml) and acetic acid (2 ml), and the solution stirred for 1 hour. The solvents were evaporated in vacuo and the residue purified by reverse phase HPLC. After evaporation in vacuo the oily residue was treated with ether to give a solid, which was filtered and dried to yield the title compound as a white solid (40 mg).

Workup

  1. customThe solvents were evaporated in vacuo
  2. customthe residue purified by reverse phase HPLC
  3. customAfter evaporation in vacuo the oily residue
  4. additionwas treated with ether
  5. customto give a solid, which
  6. filtrationwas filtered
  7. customdried

Sources & evidence

ORD record
ord-9f188e3da985467aaf9f6aeee1bc23be
Source dataset
uspto-grants-2012_01
Patent number
US08093278B2

Reaction notes

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