Butylamine → HCID 57699665, compound

HRID 2038161Notes

Reaction equation

HRID 2038161 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)adenine2×

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 (for example, as prepared for Intermediate 2) (10 g) in dry ethylene glycol (commercially available, for example, from Aldrich) (50 mL) at room temperature and under nitrogen was added n-butylamine (commercially available, for example, from Aldrich) (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. customat room temperature
  2. temperatureThe reaction was cooled to room temperature
  3. washwashed with water (2×50 mL)
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-48fc8c3fea89450fabb200934f54bd3c
Source dataset
uspto-grants-2013_11
Patent number
US08575340B2

Reaction notes

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