Hydrochloric Acid → HCID 67396768, compound

HRID 1990709Notes

Reaction equation

HRID 1990709 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH2:14][CH2:15][CH2:16][O:17]C3CCCCO3)[N:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1.Cl.C(=O)([O-])O.[Na+]>CO.O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[CH:10][N:11]=[C:12]([CH2:14][CH2:15][CH2:16][OH:17])[CH:13]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 67397995HCID 67397995, compound

Product 1

HCID 67396768HCID 67396768, compoundYield 96.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

3.22 g (9.67 mmol) of 4-(4-chlorophenyl)-6-[3-(tetrahydro-2H-pyran-2-yloxy)propyl]pyrimidine, prepared in stage 5.3., are dissolved in 32 ml of methanol, and 16 ml of a 4N solution of hydrochloric acid in dioxane are added. The mixture is stirred at ambient temperature for 1.5 hours and then 150 ml of a half-saturated aqueous sodium hydrogencarbonate solution are added portionwise. Extraction is carried out with 350 ml of ethyl acetate. The organic phase is washed with 50 ml of water and 50 ml of a saturated aqueous sodium chloride solution, dried over sodium sulphate and evaporated to produce 2.33 g (9.36 mmol) of product in the form of a white solid.

Workup

  1. extractionExtraction
  2. washThe organic phase is washed with 50 ml of water and 50 ml of a saturated aqueous sodium chloride solution
  3. dry with materialdried over sodium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-e2d00d109c1d4e9fb229ece3c5075b38
Source dataset
uspto-grants-2010_01
Patent number
US07645757B2

Reaction notes

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