Sodium Hydroxide → HCID 58786666, compound

HRID 1376032Notes

Reaction equation

HRID 1376032 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[Cl:23])[C:15]#[N:16])[CH2:10][CH2:9]1)=O)(C)(C)C.[OH-:24].[Na+]>OS(O)(=O)=O>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[CH:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:15]([NH2:16])=[O:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58780610HCID 58780610, compound

Product 1

HCID 58786666HCID 58786666, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

4-[(2-Chloro-phenyl)-cyano-methyl]-piperazine-1-carboxylic acid tert-butyl ester (11) (1.0 g, 2.98 mmol) was dissolved in H2SO4 (5.0 mL) and allowed to stir at room temperature for 18 h. The reaction mixture was cautiously poured over ice (50 mL) and made basic with 5N NaOH (50 mL). The desired product was extracted into EtOAc (100 mL) The organic phase was concentrated to dryness yielding 0.64 g (85%) product.

Workup

  1. extractionThe desired product was extracted into EtOAc (100 mL) The organic phase
  2. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-c8915ada568740528593ed4f7dd2567b
Source dataset
uspto-grants-2007_01
Patent number
US07169777B2

Reaction notes

Loading…