Sodium Methoxide → HCID 57699747, compound

HRID 1010953Notes

Reaction equation

HRID 1010953 reaction equation
Br[C:2]1[N:3]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[C:4]2[C:9]([N:10]=1)=[C:8]([NH2:11])[N:7]=[C:6]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[N:5]=2.[CH3:24][O-:25].[Na+]>CO>[CH3:24][O:25][C:2]1[N:3]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)[C:4]2[C:9]([N:10]=1)=[C:8]([NH2:11])[N:7]=[C:6]([NH:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[N:5]=2

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 57699639HCID 57699639, compound

Product 1

HCID 57699747HCID 57699747, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 8-bromo-N2-pentyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-2,6-diamine (607 mg) in dry MeOH (4.75 mL) was added sodium methoxide solution (0.906 mL, 30% wt. MeOH) and the mixture was stirred at 60° C. for 48 h. The reaction was concentrated in vacuo. The residue was taken up in EtOAc (25 mL) and washed with saturated ammonium chloride (25 mL). The organics were separated, dried over MgSO4, filtered and concentrated in vacuo to give the title compound as a red/brown viscous oil (520 mg) which was used crude in the next step.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. washwashed with saturated ammonium chloride (25 mL)
  3. customThe organics were separated
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-787fea306a714f73808a73e922016d28
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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