Dichloromethane → HCID 71715621, compound

HRID 1025534Notes

Reaction equation

HRID 1025534 reaction equation
[CH3:1][C:2]1([CH3:14])[C:6](=[O:7])[N:5]([CH:8]([CH3:12])[C:9]([OH:11])=O)[C:4](=[O:13])[NH:3]1.C(Cl)Cl.CCN(CC)CC.[Br:25][C:26]1[CH:32]=[CH:31][C:29]([NH2:30])=[CH:28][CH:27]=1>CN(C=O)C.CCOC(C)=O>[Br:25][C:26]1[CH:32]=[CH:31][C:29]([NH:30][C:9](=[O:11])[CH:8]([N:5]2[C:6](=[O:7])[C:2]([CH3:1])([CH3:14])[NH:3][C:4]2=[O:13])[CH3:12])=[CH:28][CH:27]=1

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 78074-BromoanilineHCID 8471TriethylamineHCID 3154174HCID 3154174, compound

Product 1

HCID 71715621HCID 71715621, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 2-(4,4-dimethyl-2,5-dioxoimidazolodin-1-yl)propanoic acid CAS#876709-28-3 (130 mg, 0.65 mmol), CH2Cl2 (3 mL), Et3N (645 mg, 6.5 mmol), 4-Bromoaniline (60 mg, 0.65 mmol) was added PPAA (50% solution in DMF, 0.6 mL, 1.09 mmol). The mixture was stirred for 18 h at RT. The reaction was diluted with EtOAc washed with aq. NaHCO3 (1N solution), dried with MgSO4 and solvent removed. The crude mixture was purified by silicagel chromatography. The title compound was isolated as a white solid.

Workup

  1. washwashed with aq. NaHCO3 (1N solution)
  2. dry with materialdried with MgSO4 and solvent
  3. customremoved
  4. customThe crude mixture was purified by silicagel chromatography

Sources & evidence

ORD record
ord-170ad9f7519f49ac8cb176f06986dfab
Source dataset
uspto-grants-2014_05
Patent number
US08729096B2

Reaction notes

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