Butylamine → HCID 57699665, compound

HRID 527766Notes

Reaction equation

HRID 527766 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.[CH2:18]([NH2:22])[CH2:19][CH2:20][CH3:21]>C(O)CO.C(OCC)(=O)C>[CH2:18]([NH:22][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)[CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 2

HCID 8007ButylamineHCID 127778192-Chloro-9-(tetrahydropyran-2-yl)adenine

Product 1

HCID 57699665HCID 57699665, compound

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine (10 g) in dry ethylene glycol (50 ml) at room temperature and under nitrogen was added n-butylamine (16 ml) in one go. The reaction was heated at 120° C. overnight. The reaction was cooled to room temperature, diluted with ethyl acetate (150 ml) and washed with water (2×50 ml). The organic layer was dried over MgSO4, filtered and concentrated in vacuo. This afforded the title compound as a viscous green oil (10.2 g) that was used in the next step without further purification.

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. washwashed with water (2×50 ml)
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3bdca14aaf2f480e8643ce25751996de
Source dataset
uspto-grants-2016_05
Patent number
US09346806B2

Reaction notes

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