Hydrochloric Acid → HCID 66792897, compound

HRID 534979Notes

Reaction equation

HRID 534979 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:34])[C:18]([NH:20][CH:21]2[CH2:26][CH2:25][N:24]([C:27](=[O:33])[C:28]([O:30]CC)=[O:29])[CH2:23][CH2:22]2)=[O:19])[CH2:13][CH2:12]1)([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].Cl>O1CCCC1>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:34])[C:18]([NH:20][CH:21]2[CH2:26][CH2:25][N:24]([C:27](=[O:33])[C:28]([OH:30])=[O:29])[CH2:23][CH2:22]2)=[O:19])[CH2:13][CH2:12]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 66751340HCID 66751340, compound

Product 1

HCID 66792897HCID 66792897, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of ethyl [4-({[4-(2-tert-butylphenyl)piperazin-1-yl](oxo)acetyl}amino)piperidin-1-yl](oxo)acetate (Example 185, 0.24 g, 0.51 mmol) and 1 M LiOH solution (5 mL, 5.0 mmol) in tetrahydrofuran (5 mL) was stirred at 0° C. for 1.5 h. The reaction mixture was acidified with 1 M HCl solution and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the title compound (0.21 g, 91%) as a white powder.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e37f372d914d401c91f470cfeecce4cd
Source dataset
uspto-grants-2014_10
Patent number
US08853215B2

Reaction notes

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