Methanol → HCID 57699743, compound

HRID 1011000Notes

Reaction equation

HRID 1011000 reaction equation
[Na].Br[C:3]1[N:4]([CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)[C:5]2[C:10]([N:11]=1)=[C:9]([NH2:12])[N:8]=[C:7]([O:13][CH2:14][CH2:15][O:16][CH2:17][CH3:18])[N:6]=2.[CH3:25][OH:26]>>[CH2:17]([O:16][CH2:15][CH2:14][O:13][C:7]1[N:6]=[C:5]2[C:10]([N:11]=[C:3]([O:26][CH3:25])[N:4]2[CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)=[C:9]([NH2:12])[N:8]=1)[CH3:18]

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 57699765HCID 57699765, compound

Product 1

HCID 57699743HCID 57699743, compoundYield 78.4%

Procedure

Sodium (1.25 g, 54.4 mmol) was dissolved in methanol (40 ml). After 10 min, 8-bromo-2-{[2-(ethyloxy)ethyl]oxy}-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (7 g, 18 mmol) was added with stirring. The mixture was heated to reflux for 2 h. The solvent was removed. The residue on a silica column using DCM: MeOH 100:1 as eluent to give the product as a yellow solid (4.78 g, 78.4%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 h
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-bb938ac5048e4e69962fa84cf047f370
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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