2-Chloro-9-(tetrahydropyran-2-yl)adenine → HCID 20301001, compound

HRID 562485Notes

Reaction equation

HRID 562485 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)=[C:4]([NH2:17])[N:3]=1>C(O)CCC.O>[CH2:11]([O:12][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)=[C:4]([NH2:17])[N:3]=1)[CH2:16][CH2:15][CH3:14]

Participants

4

Reactant 1

HCID 127778192-Chloro-9-(tetrahydropyran-2-yl)adenine

Product 1

HCID 20301001HCID 20301001, compound

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 962WaterSolvent

Procedure

The product from step (i) (40 g) was dissolved in 19% (w/w)-sodium butoxide in butanol (250 ml). The reaction mixture was stirred under reflux for 6 hours. The resultant suspension was cooled to room temperature, diluted with water and extracted with diethyl ether. The combined organic phase was washed with water, dried and concentrated in vacuo. The subtitle compound was crystallised from diethyl ether/isohexane (1/1, 300 ml) and obtained by filtration. Yield 19 g.

Workup

  1. temperatureunder reflux for 6 hours
  2. extractionextracted with diethyl ether
  3. washThe combined organic phase was washed with water
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customThe subtitle compound was crystallised from diethyl ether/isohexane (1/1, 300 ml)
  7. customobtained by filtration

Sources & evidence

ORD record
ord-97836d161a3a4901815c4933692f249d
Source dataset
uspto-grants-2011_11
Patent number
US08067411B2

Reaction notes

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