Pentylamine → HCID 57699576, compound

HRID 1010951Notes

Reaction equation

HRID 1010951 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]([NH2:23])[CH2:19][CH2:20][CH2:21][CH3:22]>C(O)CO.CCOC(C)=O>[CH2:18]([NH:23][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][CH2:21][CH3:22]

Participants

5

Reactant 2

HCID 8060PentylamineHCID 127778192-Chloro-9-(tetrahydropyran-2-yl)adenine

Product 1

HCID 57699576HCID 57699576, compoundYield 93.5%

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 (500 mg) in dry ethylene glycol (2.3 mL) was added 1-pentylamine (689 mg). The solution was stirred at reflux (120° C.) overnight. The reaction was cooled, taken up in EtOAc (30 mL) and washed with water (2×20 mL). The organics were separated, dried over MgSO4, filtered and concentrated in vacuo to give the title compound as a viscous brown oil (561 mg).

Workup

  1. temperatureThe reaction was cooled
  2. washwashed with water (2×20 mL)
  3. customThe organics were separated
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-650aad52defc40cca02fa679747e9a30
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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