Sodium Hydroxide → HCID 87452957, compound

HRID 12931Notes

Reaction equation

HRID 12931 reaction equation
C[O:2][C:3](=[O:22])[CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]#[CH:21])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1.[OH-].[Na+:24]>CO>[Na+:24].[CH2:19]([O:18][C:15]1[CH:16]=[CH:17][C:12]([N:9]2[CH2:8][CH2:7][N:6]([CH2:5][CH2:4][C:3]([O-:22])=[O:2])[CH2:11][CH2:10]2)=[CH:13][CH:14]=1)[C:20]#[CH:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 866196573-[4-(4-Prop-2-ynyloxy-phenyl)-piperazin-1-yl]-propionic acid methyl ester

Product 1

HCID 87452957HCID 87452957, compoundYield 43.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

The compound from step 2 (175 mg, 0.55 mmol) was dissolved in methanol (4 mL) followed by addition of 1N NaOH aqueous solution (0.55 ml, 0.55 mmol). The reaction solution was stirred at 60-70° C. for 4 h and then evaporated under vacuum to dryness. The residue was stirred with ethyl acetate (4 mL) and the solid was collected by filtration and washed with ethyl acetate to give the title product as an off-white solid (75 mg, 42%); MS; m/z 289 (M+H).

Workup

  1. customevaporated under vacuum to dryness
  2. stirringThe residue was stirred with ethyl acetate (4 mL)
  3. filtrationthe solid was collected by filtration
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-8749feff4f17406ab36effd935965884
Source dataset
uspto-grants-2010_06
Patent number
US07728032B2

Reaction notes

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