Hydrochloric Acid → (S)-N-(1-(6-(4-Fluorophenyl)-4,5-dimethylpyridazin-3-yl)piperidin-4-yl)-N-methylpiperidine-2-carboxamide dihydrochloride

HRID 1890775Notes

Reaction equation

HRID 1890775 reaction equation
[ClH:1].O1CCOCC1.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[N:19][C:18]([N:21]3[CH2:26][CH2:25][CH:24]([N:27]([CH3:43])[C:28]([C@@H:30]4[CH2:35][CH2:34][CH2:33][CH2:32][N:31]4C(OC(C)(C)C)=O)=[O:29])[CH2:23][CH2:22]3)=[C:17]([CH3:44])[C:16]=2[CH3:45])=[CH:11][CH:10]=1>C(Cl)Cl>[ClH:1].[ClH:1].[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[N:19][C:18]([N:21]3[CH2:22][CH2:23][CH:24]([N:27]([CH3:43])[C:28]([C@@H:30]4[CH2:35][CH2:34][CH2:33][CH2:32][NH:31]4)=[O:29])[CH2:25][CH2:26]3)=[C:17]([CH3:44])[C:16]=2[CH3:45])=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58486395HCID 58486395, compound

Product 1

HCID 46190738(S)-N-(1-(6-(4-Fluorophenyl)-4,5-dimethylpyridazin-3-yl)piperidin-4-yl)-N-methylpiperidine-2-carboxamide dihydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add 4 M HCl in 1,4-dioxane (1.00 mL, 4.00 mmol) to a solution of (S)-tert-butyl 2-((1-(6-(4-fluorophenyl)-4,5-dimethylpyridazin-3-yl)piperidin-4-yl)(methyl)carbamoyl)piperidine-1-carboxylate (80 mg, 0.152 mmol) in CH2Cl2 (2 mL). Stir the resulting mixture for 4 h at ambient temperature. Concentrate under reduced pressure and dry the residue in a vacuum oven at 45° C. to provide the title compound as pale yellow foam (79 mg, quantitative). ES/MS m/z 426.2 (M+1).

Workup

  1. concentrationConcentrate under reduced pressure
  2. customdry the residue in a vacuum oven at 45° C.

Sources & evidence

ORD record
ord-08210c94af214cc68f96562091e9f896
Source dataset
uspto-grants-2013_08
Patent number
US08507490B2

Reaction notes

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