Cyclohexanol → HCID 67324303, compound

HRID 1626022Notes

Reaction equation

HRID 1626022 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.[CH:31]1([OH:37])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>CN(C=O)C>[CH:31]1([O:37][C:11]2[N:12]=[C:13]([O:27][CH2:28][CH2:29][CH3:30])[C:14]3[N:19]=[C:18]([C:20]4[CH:25]=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=4)[O:17][C:15]=3[N:16]=2)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 7966CyclohexanolHCID 10796Cesium carbonateHCID 67175734HCID 67175734, compound

Product 1

HCID 67324303HCID 67324303, compoundYield 9.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

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 29 mg of cyclohexanol in 3 ml of DMF. The mixture was stirred at room temperature for 18 h. After filtration, the solvent was distilled off in vacuo, and the product was isolated via preparative HPLC to yield 10 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-0d4e1c07447a4e31b889afe0d279d3a0
Source dataset
uspto-grants-2014_07
Patent number
US08785439B2

Reaction notes

Loading…