Hydrochloric Acid → HCID 59442808, compound

HRID 243557Notes

Reaction equation

HRID 243557 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[NH:13][N:12]=[C:11]([N:14]3[CH2:23][CH2:22][C:17]4(OCC[O:18]4)[CH2:16][CH2:15]3)[CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[NH:13][N:12]=[C:11]([N:14]3[CH2:15][CH2:16][C:17](=[O:18])[CH2:22][CH2:23]3)[CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59442813HCID 59442813, compound

Product 1

HCID 59442808HCID 59442808, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 8-(5-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)-1,4-dioxa-8-azaspiro[4.5]decane (500 mg) in 1,4-dioxane (5 ml) is added conc. HCl (4 ml), and the mixture is stirred for 2 hours at 50° C. The solvent is removed under reduced pressure. The residue is dissolved in CH2Cl2 and washed with satd. aqueous NaHCO3 (2×), dried (Na2SO4) and filtered, and the solvent is removed under reduced pressure to give 1-(5-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)piperidin-4-one (400 mg). m/z(+) 310/312/314 (M+H+).

Workup

  1. customThe solvent is removed under reduced pressure
  2. dissolutionThe residue is dissolved in CH2Cl2
  3. washwashed with satd
  4. dry with materialaqueous NaHCO3 (2×), dried (Na2SO4)
  5. filtrationfiltered
  6. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-39470f2ea75c408c99d27f7cffcf160c
Source dataset
uspto-grants-2014_02
Patent number
US08653262B2

Reaction notes

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