Potassium Hydroxide → HCID 16100379, compound

HRID 1961675Notes

Reaction equation

HRID 1961675 reaction equation
C[O:2][C:3](=[O:23])[C:4]([CH3:22])([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)[CH3:5].[OH-].[K+]>O1CCOCC1>[CH3:22][C:4]([N:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:20])([F:21])[F:19])=[CH:14][N:13]=2)[CH2:10][CH2:11]1)([CH3:5])[C:3]([OH:23])=[O:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 16100378HCID 16100378, compound

Product 1

HCID 16100379HCID 16100379, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A solution of 2-methyl-2-[4-(5-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-propionic acid methyl ester (1.05 g, 3.17 mmoles) from Example 14B in dioxane (10 mL) was treated with 5N potassium hydroxide (10 mL) and stirred for 4 hours at 60° C. The dioxane was removed under reduced pressure, the residue was neutralized with 1N HCl to pH=7 and extracted three times with 4:1 THF:DCM. The combined organic extracts were dried (MgSO4), filtered and the filtrate concentrated under reduced pressure to provide the title compound as a white solid.

Workup

  1. customThe dioxane was removed under reduced pressure
  2. extractionextracted three times with 4:1 THF
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-15befcbde0614d7598ff44ade95c0c2b
Source dataset
uspto-grants-2013_04
Patent number
US08415354B2

Reaction notes

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