Cesium carbonate → HCID 59434020, compound

HRID 507392Notes

Reaction equation

HRID 507392 reaction equation
[Cl:1][C:2]1[C:3]([CH3:22])=[C:4]([N:8]2[C:12](=[O:13])[CH2:11][N:10]([C:14](=[O:21])[CH2:15][NH:16][CH2:17][CH2:18][O:19][CH3:20])[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH2:30]Cl)[CH:25]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[Cl:23][C:24]1[CH:25]=[C:26]([CH:27]=[CH:28][CH:29]=1)[CH2:30][N:16]([CH2:17][CH2:18][O:19][CH3:20])[CH2:15][C:14]([N:10]1[CH2:11][C:12](=[O:13])[N:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=2[CH3:22])[CH2:9]1)=[O:21]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 12103m,alpha-DichlorotolueneHCID 8035647HCID 8035647, compound

Product 1

HCID 59434020HCID 59434020, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-(3-Chloro-2-methyl-phenyl)-1-[2-(2-methoxy-ethylamino)-acetyl]-imidazolidin-4-one (160 mg, 0.49 mmol, 1 eq), 1-Chloro-3-chloromethyl-benzene (95 mg, 0.59 mmol, 1.2 eq), Cesium carbonate (325 mg, 1 mmol, 2 eq) in DMF (2 ml) was stirred at room temperature overnight. It was concentrated, dissolved in acetonitrile and purified with HPLC to give the desired product. LCMS observed for (M+H)+: 450.2

Workup

  1. concentrationIt was concentrated
  2. dissolutiondissolved in acetonitrile
  3. custompurified with HPLC

Sources & evidence

ORD record
ord-7bd8849384254bec9c3a1b5a94f14b20
Source dataset
uspto-grants-2010_08
Patent number
US07786157B2

Reaction notes

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