Sodium Hydroxide → HCID 10678111, compound

HRID 1828773Notes

Reaction equation

HRID 1828773 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15]CC)=[O:14])[CH:3]=1.[OH-].[Na+]>CO>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10799825HCID 10799825, compound

Product 1

HCID 10678111HCID 10678111, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 5-[N-(4-methylpyridin-2-yl)amino]pentanoate (16.7 g, 70.7 mmol, obtainable in accordance with Example 3a)) was dissolved in methanol (20 ml), 2N aqueous NaOH (71 ml, 141 mmol) was added, and the mixture was stirred overnight at room temperature. The solvent was then removed, and the resultant solid was extracted thoroughly with CHCl3 (500 ml) and an excess of DIPEA. The filtrate was evaporated and dried, giving a colourless solid (3.92 g, 18.8 mmol, 27%).

Workup

  1. customThe solvent was then removed
  2. extractionthe resultant solid was extracted thoroughly with CHCl3 (500 ml)
  3. customThe filtrate was evaporated
  4. customdried

Sources & evidence

ORD record
ord-89c680e0df00487f832de1c9a10fc418
Source dataset
uspto-grants-2006_06
Patent number
US07060707B2

Reaction notes

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