Sodium Hydroxide → N-cyclopropylmorpholine-2-carboxamide

HRID 1435501Notes

Reaction equation

HRID 1435501 reaction equation
[OH-].[Na+].[CH:3]1([NH:6][C:7]([CH:9]2[O:14][CH2:13][CH2:12][N:11](C(OCC3C4C=CC=CC=4C4C3=CC=CC=4)=O)[CH2:10]2)=[O:8])[CH2:5][CH2:4]1>CO>[CH:3]1([NH:6][C:7]([CH:9]2[O:14][CH2:13][CH2:12][NH:11][CH2:10]2)=[O:8])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 579373209H-fluoren-9-ylmethyl 2-[(cyclopropylamino)carbonyl]morpholine-4-carboxylate

Product 1

HCID 57937375N-cyclopropylmorpholine-2-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

NaOH (1 mL, 2 M, 2.0 mmol) was slowly added to a solution of 9H-fluoren-9-ylmethyl 2-[(cyclopropylamino)carbonyl]morpholine-4-carboxylate (1.0 g, 2.6 mmol) in MeOH (70 mL) at ambient temperature. The reaction mixture was stirred for 3 h and the solvent was concentrated. The product was recovered in water (50 mL) and the mixture was neutralized to pH 7 using HCl solution. The product was extracted with EtOAc and dried over anhydrous Na2SO4. The solvent was concentrated to provide the title compound that was used for the next step without further purification. Yield: 0.8 g.

Workup

  1. concentrationthe solvent was concentrated
  2. customThe product was recovered in water (50 mL)
  3. extractionThe product was extracted with EtOAc
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationThe solvent was concentrated

Sources & evidence

ORD record
ord-1b5ad828a35549a98d459a0e95eefa9e
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

Loading…