HCID 23447583, compound → HCID 22000287, compound

HRID 1976148Notes

Reaction equation

HRID 1976148 reaction equation
C1O[C:4]2([CH2:9][CH2:8][N:7]([C:10]3[CH:15]=[C:14]([Cl:16])[N:13]=[CH:12][N:11]=3)[CH2:6][CH2:5]2)[O:3]C1>CC(C)=O.Cl>[Cl:16][C:14]1[N:13]=[CH:12][N:11]=[C:10]([N:7]2[CH2:6][CH2:5][C:4](=[O:3])[CH2:9][CH2:8]2)[CH:15]=1

Participants

4

Reactant 1

HCID 23447583HCID 23447583, compound

Product 1

HCID 22000287HCID 22000287, compoundYield 96.6%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of 1-(6-chloropyrimidin-4-yl)-4-piperidone ethylene ketal (2 g, 7.83 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-chloropyrimidin-4-yl)-4-piperidone as a white powder (1.6 g, 96.6%, mp: 100-103° 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-6c26c758e4d64b00aa1f1df6263921e6
Source dataset
uspto-grants-2001_05
Patent number
US06225324B1

Reaction notes

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