Cesium carbonate → HCID 67324778, compound

HRID 1626024Notes

Reaction equation

HRID 1626024 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[CH3:7][S:8]([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.SC1[S:33][CH:34]=[CH:35][N:36]=1>CN(C=O)C>[CH2:28]([O:27][C:13]1[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]=[C:11]([S:8][C:7]2[S:33][CH:34]=[CH:35][N:36]=2)[N:12]=1)[CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 67175734HCID 67175734, compoundHCID 178527881HCID 178527881, compound

Product 1

HCID 67324778HCID 67324778, compoundYield 12.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

113 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 34 mg of 2-mercaptothiazole in 3 ml of DMF. The mixture was heated to 100° C. in a microwave reactor for 15 min. After cooling and filtration, the solvent was distilled off in vacuo, and the product was isolated via preparative HPLC to yield 14 mg of the title compound.

Workup

  1. temperatureAfter cooling
  2. filtrationfiltration
  3. distillationthe solvent was distilled off in vacuo
  4. customthe product was isolated via preparative HPLC

Sources & evidence

ORD record
ord-22ade318db65446fb3212231be50c636
Source dataset
uspto-grants-2014_07
Patent number
US08785439B2

Reaction notes

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