Hydrochloric Acid → HCID 61226887, compound

HRID 451467Notes

Reaction equation

HRID 451467 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)[CH:3]=1.Cl.C([O-])(O)=O.[Na+]>CC(C)=O>[CH3:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[CH2:17][CH2:16][C:11](=[O:12])[CH2:10][CH2:9]2)[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 673433738-(6-Methylpyrimidin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane

Product 1

HCID 61226887HCID 61226887, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 8-(6-methylpyrimidin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane (4.64 g, 19.7 mmol) in acetone (45 mL) was added 2 N HCl (180 g, 150 mL, 4.94 mol) and stirred at 50° C. for 2 hours. The reaction mixture was cooled to room temperature, then adjusted to pH 7 with NaHCO3 solution. The aqueous phase was extracted 4 times with CH2Cl2, the organic layers were combined, dried over Na2SO4 and the solvent was evaporated. The title compound was obtained as light brown liquid (2.7 g, 72%).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionThe aqueous phase was extracted 4 times with CH2Cl2
  3. dry with materialdried over Na2SO4
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-65c1fd49c18a42b59e544e7a23c3023b
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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