HCID 20186023, compound → HCID 20186009, compound

HRID 2309192Notes

Reaction equation

HRID 2309192 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:30]=[CH:31][CH:32]=2)[O:11][CH2:12][CH2:13][CH2:14][C:15]2[NH:20][C:19](=[O:21])[C:18]([O:22]CC3C=CC=CC=3)=[CH:17][N:16]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>Cl>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:30]=[CH:31][CH:32]=2)[O:11][CH2:12][CH2:13][CH2:14][C:15]2[NH:20][C:19](=[O:21])[C:18]([OH:22])=[CH:17][N:16]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 1

HCID 20186023HCID 20186023, compound

Product 1

HCID 20186009HCID 20186009, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-[3-[3-(Piperidinomethyl)phenoxy]propyl]-5-benzyloxypyrimidin-4-one (0.68 g) was stirred under reduced pressure and taken to pH 8 with hours in lN hydrochloric acid (20 ml). The mixture was concentrated under reduced pressure and taken to pH 8 with aqueous sodium bicarbonate. This mixture was extracted with n-butanol (3×20 ml); these extracts were combined, washed with water (2'5 ml), dried (MgSO4) and evaporated under reduced pressure to give the title compound. This was dissolved in methanol containing ethanolic HCl, excess solvent was evaporated under reduced pressure and the residue crystallised from isopropanol-acetone to give 2-[3-[3-(piperidinomethyl)phenoxy]propyl]-5-hydroxypyrimidin -4-one dihydrochloride (0.24 g), m.p. 192°-4° C.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. extractionThis mixture was extracted with n-butanol (3×20 ml)
  3. washwashed with water (2'5 ml),
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-24b85461beab4b6a9fbd6be26f0676f3
Source dataset
uspto-grants-1987_09
Patent number
US04694008

Reaction notes

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