Cesium carbonate → HCID 67496708, compound

HRID 925546Notes

Reaction equation

HRID 925546 reaction equation
[CH2:1]([N:4]1[C:12]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[N:11][C:10]2[C:9](=[O:18])[NH:8][CH:7]=[N:6][C:5]1=2)[CH:2]=[CH2:3].[CH2:19](I)[CH2:20][CH3:21].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.O>[CH2:1]([N:4]1[C:12]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[N:11][C:10]2[C:9](=[O:18])[N:8]([CH2:19][CH2:20][CH3:21])[CH:7]=[N:6][C:5]1=2)[CH:2]=[CH2:3]

Participants

6

Reactant 3

HCID 10796Cesium carbonateHCID 336431-IodopropaneHCID 136390954HCID 136390954, compound

Product 1

HCID 67496708HCID 67496708, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
27 °C

Procedure

A mixture of 9-Allyl-8-thiophen-2-yl-1,9-dihydro-purin-6-one (0.100 g, 0.39 mmol), n-propyl iodide (0.04 ml, 0.4 mmol) and Cs2CO3 (0.192 g, 0.59 mmol) were taken in DMF (1 ml) and stirred for 20 hours at 27° C. The reaction mixture was diluted with water (5 ml) and extracted with ethyl acetate (3×10 ml). The organic layer was washed with brine (2×15 ml), dried over Na2SO4. Solvent was removed to get 9-allyl-1-propyl-8-thiophen-2-yl-1,9-dihydro-purin-6-one (0.100 g, 86%).

Workup

  1. extractionextracted with ethyl acetate (3×10 ml)
  2. washThe organic layer was washed with brine (2×15 ml)
  3. dry with materialdried over Na2SO4
  4. customSolvent was removed

Sources & evidence

ORD record
ord-036dd9e8c8ff4cb2b6db1623bc882bea
Source dataset
uspto-grants-2016_03
Patent number
US09284316B2

Reaction notes

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