Sodium Hydroxide → 6,6,6-Trifluoro-2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)hexanoic acid

HRID 1399693Notes

Reaction equation

HRID 1399693 reaction equation
[F:1][C:2]([F:32])([F:31])[CH2:3][CH2:4][CH2:5][CH:6]([C:11]1[C:12]([CH3:30])=[N:13][C:14]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[N:15][C:16]=1[C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+]>CO>[F:32][C:2]([F:1])([F:31])[CH2:3][CH2:4][CH2:5][CH:6]([C:11]1[C:12]([CH3:30])=[N:13][C:14]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)=[N:15][C:16]=1[C:17]1[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 50997508Methyl 6,6,6-trifluoro-2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)hexanoate

Product 1

HCID 509973216,6,6-Trifluoro-2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)hexanoic acidYield 62.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared according to general method D from methyl 6,6,6-trifluoro-2-(4-methyl-2-(piperidin-1-yl)-6-p-tolylpyrimidin-5-yl)hexanoate (0.102 g; 0.227 mmol), sodium hydroxide 10N (0.227 mL; 2.27 mmol) in methanol (2.2 mL). Purification by preparative HPLC (HPLC method 1) furnished 0.062 g (60%) of the title compound as a white solid.

Workup

  1. customThis compound was prepared
  2. customPurification by preparative HPLC (HPLC method 1)

Sources & evidence

ORD record
ord-7ffb6168f3304c10a70b120b99b33789
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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