3,4-Dichlorophenol → HCID 67324775, compound

HRID 1626021Notes

Reaction equation

HRID 1626021 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].CS([C:11]1[N:12]=[C:13]([O:27][CH2:28][CH2:29][CH3:30])[C:14]2[N:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=3)[O:17][C:15]=2[N:16]=1)(=O)=O.[Cl:31][C:32]1[CH:33]=[C:34]([OH:39])[CH:35]=[CH:36][C:37]=1[Cl:38]>CN(C=O)C>[Cl:31][C:32]1[CH:33]=[C:34]([CH:35]=[CH:36][C:37]=1[Cl:38])[O:39][C:11]1[N:12]=[C:13]([O:27][CH2:28][CH2:29][CH3:30])[C:14]2[N:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=3)[O:17][C:15]=2[N:16]=1

Participants

5

Reactant 3

HCID 72583,4-DichlorophenolHCID 10796Cesium carbonateHCID 67175734HCID 67175734, compound

Product 1

HCID 67324775HCID 67324775, compoundYield 43.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

103 mg of cesium carbonate and 100 mg of 5-methanesulfonyl-7-propoxy-2-(3-methyl-phenyl)-oxazolo[5,4-d]pyrimidine were added to a solution of 49 mg of 3,4-dichlorophenol in 3 ml of DMF. The mixture was stirred at room temperature for 2 h. After filtration, the solvent was distilled off in vacuo, and the product was isolated via preparative HPLC to yield 54 mg of the title compound.

Workup

  1. filtrationAfter filtration
  2. distillationthe solvent was distilled off in vacuo
  3. customthe product was isolated via preparative HPLC

Sources & evidence

ORD record
ord-c5b2ee4dd7a34322b0aa9650a7943cee
Source dataset
uspto-grants-2014_07
Patent number
US08785439B2

Reaction notes

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