HCID 9946871, compound → HCID 18173055, compound

HRID 395876Notes

Reaction equation

HRID 395876 reaction equation
[O:1]=[C:2]1[CH:8]2[CH2:9][CH:5]([CH2:6][CH:7]2[C:10]2[NH:18][C:17]3[C:16](=[O:19])[N:15]([CH2:20][CH2:21][CH3:22])[C:14](=[O:23])[N:13]([CH2:24][CH2:25][CH3:26])[C:12]=3[N:11]=2)[CH2:4][CH2:3]1.[CH3:27][Mg+].[Br-]>C1COCC1>[OH:1][C:2]1([CH3:27])[CH:8]2[CH2:9][CH:5]([CH2:6][CH:7]2[C:10]2[NH:18][C:17]3[C:16](=[O:19])[N:15]([CH2:20][CH2:21][CH3:22])[C:14](=[O:23])[N:13]([CH2:24][CH2:25][CH3:26])[C:12]=3[N:11]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 9946871HCID 9946871, compoundHCID 178418689HCID 178418689, compound

Product 1

HCID 18173055HCID 18173055, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

8-(4-Oxo-bicyclo[3.2.1]oct-6-yl)-1,3-dipropyl-3,7-dihydro-purine-2,6-dione (51 mg) was taken in THF (3 ml) at 0° C. CH3MgBr (1 ml, 3.0 M) was added and stirred for 2 hrs. The reaction was quenched with sat. NH4Cl, and extracted with ethyl acetate. The organic layer was washed with water, brine, and dried over Na2SO4. Concentration followed by purification on silica column gave the desired product. Mass (ES+ 375).

Workup

  1. customThe reaction was quenched with sat. NH4Cl
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water, brine
  4. dry with materialdried over Na2SO4
  5. concentrationConcentration
  6. customfollowed by purification on silica column

Sources & evidence

ORD record
ord-c6700dfeb80a4f9199c483f9e3b88f35
Source dataset
uspto-grants-2003_08
Patent number
US06605600B1

Reaction notes

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