Hydrochloric Acid → HCID 58097129, compound

HRID 1897949Notes

Reaction equation

HRID 1897949 reaction equation
[C:1]([N:5]1[C:9]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][C:18]3([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)[CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].Cl>O1CCOCC1.C(O)C>[C:1]([N:5]1[C:9]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][C:18]3([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:7]=[N:6]1)([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66890005HCID 66890005, compound

Product 1

HCID 58097129HCID 58097129, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To 1.21 g of 1-tert-butyl 4-ethyl 4-((6-((1-tert-butyl-1H-pyrazol-5-yl)amino)pyridin-2-yl)methyl)piperidine-1,4-dicarboxylate were added 12 ml of 4 M hydrogen chloride in 1,4-dioxane and 3 ml of ethanol at room temperature. The reaction mixture was stirred at room temperature for 30 minutes, and concentrated in vacuo. The resulting residue was basified with saturated aqueous sodium bicarbonate solution, and extracted with ethyl acetate. The resulting ethyl acetate solution was dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated in vacuo to give the title compound as a pale brown oil.

Workup

  1. concentrationconcentrated in vacuo
  2. extractionextracted with ethyl acetate
  3. dry with materialThe resulting ethyl acetate solution was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-6beecd9a63ad4936876e8a35696f9021
Source dataset
uspto-grants-2013_08
Patent number
US08519136B2

Reaction notes

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