Phosphoric Acid → HCID 67434940, compound

HRID 888981Notes

Reaction equation

HRID 888981 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([CH:25]2[CH2:30][CH2:29][O:28][CH2:27][CH2:26]2)[C:10]2[C:15]([N:16]=1)=[C:14]([N:17]1[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]1)[N:13]=[C:12]([CH3:24])[N:11]=2.[P:31](=[O:35])([OH:34])([OH:33])[OH:32]>C(O)C>[P:31]([OH:35])([OH:34])([OH:33])=[O:32].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([CH:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[C:10]2[C:15]([N:16]=1)=[C:14]([N:17]1[CH2:18][CH2:19][N:20]([CH3:23])[CH2:21][CH2:22]1)[N:13]=[C:12]([CH3:24])[N:11]=2

Participants

4

Reactant 2

HCID 1004Phosphoric AcidHCID 468337801231220-79-3

Product 1

HCID 67434940HCID 67434940, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

Combine 8-(2-Chloro-phenyl)-2-methyl-6-(4-methyl-piperazin-1-yl)-9-(tetrahydro pyran-4-yl)-9H-purine (3.0 g, 7.1 mmol) and absolute ethanol (24 mL) in a 50 mL 3-necked flask set up for reflux. Heat the resulting suspension to 70° C. and add 85% phosphoric acid (0.49 mL, 7.2 mmol) in absolute ethanol (6.0 mL) over 25 minutes. Stir the mixture at 70° C. for 45 minutes, cool slowly to ambient temperature and stir for an additional 2 hours. Filter the mixture, rinse the product cake with absolute ethanol (6 mL) and pull dry. Further dry the product overnight at 55° C. to afford the title compound as a white crystalline solid (3.6 g). MS (m/z): 427/429 (M+1).

Workup

  1. temperaturefor reflux
  2. temperaturecool slowly to ambient temperature
  3. stirringstir for an additional 2 hours
  4. filtrationFilter the mixture
  5. washrinse the product cake with absolute ethanol (6 mL)
  6. custompull dry
  7. customFurther dry the product overnight at 55° C.

Sources & evidence

ORD record
ord-a73a5459e30b48eeb41cea1108f05ab0
Source dataset
uspto-grants-2012_08
Patent number
US08252798B2

Reaction notes

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