Sodium Hydroxide → HCID 50997319, compound

HRID 1399718Notes

Reaction equation

HRID 1399718 reaction equation
[CH3:1][C:2]1[C:7]([CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([O:11]C)=[O:10])=[C:6]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[N:5]=[C:4]([N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[N:3]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[C:7]([CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([OH:11])=[O:10])=[C:6]([N:16]2[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[N:5]=[C:4]([N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 50997322HCID 50997322, compound

Product 1

HCID 50997319HCID 50997319, compoundYield 32.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared according to general method D from methyl 2-(4-methyl-2,6-di(piperidin-1-yl)pyrimidin-5-yl)pentanoate (0.042 g; 0.112 mmol), sodium hydroxide 10N (0.150 mL; 1.50 mmol) in methanol (2 mL) at 60° C. for 18 h. Purification by flash-chromatography on silica gel using a gradient of methanol (1-10%) in dichloromethane, followed by a purification by preparative HPLC (HPLC method 2) furnished 0.013 g (31%) of the title compound as a white solid.

Workup

  1. customThis compound was prepared
  2. customPurification by flash-chromatography on silica gel using a gradient of methanol (1-10%) in dichloromethane
  3. customfollowed by a purification by preparative HPLC (HPLC method 2)

Sources & evidence

ORD record
ord-c922231e5936441f90b7487d0dacf86c
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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