Hydrochloric Acid → HCID 57699825, compound

HRID 1011187Notes

Reaction equation

HRID 1011187 reaction equation
[CH:1]1([CH2:7][O:8][C:9]2[N:17]=[C:16]3[C:12]([N:13]=[C:14]([O:25]C)[N:15]3[CH2:18][CH:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[C:11]([NH2:27])[N:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[OH-].[Na+]>CO.O1CCOCC1.O>[NH2:27][C:11]1[N:10]=[C:9]([O:8][CH2:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[N:17]=[C:16]2[C:12]=1[NH:13][C:14](=[O:25])[N:15]2[CH2:18][CH:19]1[CH2:20][CH2:21][O:22][CH2:23][CH2:24]1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57699705HCID 57699705, compound

Product 1

HCID 57699825HCID 57699825, compoundYield 84%

Reagents, catalysts & solvents 3

HCID 887MethanolSolvent2×HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

2-[(Cyclohexylmethyl)oxy]-8-(methoxy)-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purin-6-amine (RS105369-181A2) (0.1657 g) was dissolved in methanol (5 mL) and then added 4N hydrogen chloride in 1,4-dioxane (2 mL). The reaction mixture was stirred at room temperature for 4 hours. The reaction mixture was then evaporated under reduced pressure to give a solid that was then suspended in water (1 mL) and methanol (˜2-3 mL) before being neutralised (to pH 7) by the addition of 2N sodium hydroxide. The resultant mixture was evaporated to near dryness before being suspended in water (3 mL) and the solid is filtered off under suction. This solid was then washed with a few drops of methanol and then air-dried under suction before finally being dried to constant weight under vacuo at 50° C. This gave the title compound as a white solid (134 mg).

Workup

  1. customThe reaction mixture was then evaporated under reduced pressure
  2. customto give a solid
  3. customThe resultant mixture was evaporated
  4. filtrationthe solid is filtered off under suction
  5. washThis solid was then washed with a few drops of methanol
  6. customair-dried under suction
  7. custombefore finally being dried to constant weight under vacuo at 50° C

Sources & evidence

ORD record
ord-3598d6c6aa19402d8901354e1bdec4ed
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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