HCID 56993866, compound → HCID 22000247, compound

HRID 1976149Notes

Reaction equation

HRID 1976149 reaction equation
C1O[C:4]2([CH2:9][CH2:8][N:7]([C:10]3[CH:15]=[C:14]([O:16][CH3:17])[N:13]=[CH:12][N:11]=3)[CH2:6][CH2:5]2)[O:3]C1>CC(C)=O.Cl>[CH3:17][O:16][C:14]1[N:13]=[CH:12][N:11]=[C:10]([N:7]2[CH2:8][CH2:9][C:4](=[O:3])[CH2:5][CH2:6]2)[CH:15]=1

Participants

4

Reactant 1

HCID 56993866HCID 56993866, compound

Product 1

HCID 22000247HCID 22000247, compoundYield 83.5%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1-(6-methoxypyrimidin4-yl)-4-piperidone ethylene ketal (1.38 g, 5.5 mmol) in acetone (25 ml) and 1 N HCl (25 ml) was stirred for 18 hr. The acetone was removed in vacuo and the mixture made basic with saturated sodium carbonate. The mixture was extracted twice with ethyl acetate. The extracts were combined, dried with brine, and concentrated in vacuo to give 1-(6-methoxypyrimidin-4-yl)-4-piperidone as a white powder (0.95 g, 83.5%, mp: 111-114° C.).

Workup

  1. customThe acetone was removed in vacuo
  2. extractionThe mixture was extracted twice with ethyl acetate
  3. dry with materialdried with brine
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-090aad178ea34e60895fc3e18e8cd8e9
Source dataset
uspto-grants-2001_05
Patent number
US06225324B1

Reaction notes

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