Lithium Hydroxide → 3-(4-Cylcohexyl-4-[1,2,4]triazol-1-ylmethyl-piperidin-1-yl)-2-(4-fluorobenzyl)-3-oxo-propionic acid

HRID 1795185Notes

Reaction equation

HRID 1795185 reaction equation
C[O:2][C:3](=[O:33])[CH:4]([CH2:25][C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1)[C:5]([N:7]1[CH2:12][CH2:11][C:10]([CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)([CH2:13][N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)[CH2:9][CH2:8]1)=[O:6].[Li+].[OH-]>C1COCC1.O>[CH:19]1([C:10]2([CH2:13][N:14]3[CH:18]=[N:17][CH:16]=[N:15]3)[CH2:11][CH2:12][N:7]([C:5](=[O:6])[CH:4]([CH2:25][C:26]3[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=3)[C:3]([OH:33])=[O:2])[CH2:8][CH2:9]2)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 210237643-(4-Cylcohexyl-4-[1,2,4]triazol-1-ylmethyl-piperidin-1-yl)-2-(4-fluorobenzyl)-3-oxo-propionic acid methyl ester

Product 1

HCID 210237523-(4-Cylcohexyl-4-[1,2,4]triazol-1-ylmethyl-piperidin-1-yl)-2-(4-fluorobenzyl)-3-oxo-propionic acid

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of 3-(4-cylcohexyl-4-[1,2,4]triazol-1-ylmethyl-piperidin-1-yl)-2-(4-fluorobenzyl)-3-oxo-propionic acid methyl ester, 57, (456 mg, 1 mmol) in THF/H2O (2:1) at RT is added LiOH (1.5 equiv.). The reaction is stirred at RT until the starting material is consumed. The solvent is removed in vacuo, and the residue is purified by reverse phase HPLC to provide the desired product.

Workup

  1. customis consumed
  2. customThe solvent is removed in vacuo
  3. customthe residue is purified by reverse phase HPLC

Sources & evidence

ORD record
ord-c251d02e33f74bc29fd43b5b8df7df8c
Source dataset
uspto-grants-2006_04
Patent number
US07026335B2

Reaction notes

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