Hydrochloric Acid → HCID 59714883, compound

HRID 2223891Notes

Reaction equation

HRID 2223891 reaction equation
C1(C2[O:12][CH2:11][CH:10]([C:13]3([CH2:19][CH2:20][N:21]4[CH2:26][CH2:25][CH:24]([N:27]([C:35]5[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][N:36]=5)[C:28]([C:30]5[O:31][CH:32]=[CH:33][CH:34]=5)=[O:29])[CH2:23][CH2:22]4)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[CH2:9][O:8]2)C=CC=CC=1.Cl>CO>[OH:12][CH2:11][CH:10]([C:13]1([CH2:19][CH2:20][N:21]2[CH2:22][CH2:23][CH:24]([N:27]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][N:36]=3)[C:28]([C:30]3[O:31][CH:32]=[CH:33][CH:34]=3)=[O:29])[CH2:25][CH2:26]2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)[CH2:9][OH:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10120302HCID 10120302, compound

Product 1

HCID 59714883HCID 59714883, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-[1-[2-[1-(2-phenyl-1,3-dioxan-5-yl)cyclohexyl]ethyl]piperidin-4-yl]-N-(5-methylpyridin-2-yl)-2-furancarboxamide (110 mg) in methanol (5 mL) was added 4N hydrochloric acid (0.5 mL). After stirring the solution at room temperature for 2 hours, it was concentrated under reduced pressure. Saturated aqueous sodium bicarbonate solution was added to the residue and it was extracted with chloroform. The combined organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound. To a solution of the residue in ethyl acetate (10 mL) was added a 4N hydrochloric acid/ethyl acetate solution (0.15 mL), and the solution was stirred at room temperature for 1 hour. The crystals thus separated out were then filtered to give its hydrochloride (60 mg).

Workup

  1. concentrationit was concentrated under reduced pressure
  2. additionSaturated aqueous sodium bicarbonate solution was added to the residue and it
  3. extractionwas extracted with chloroform
  4. dry with materialThe combined organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3f46d0ea4e104f86bb514854e60be92b
Source dataset
uspto-grants-2008_05
Patent number
US07375115B2

Reaction notes

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