Sodium Hydroxide → HCID 22405532, compound

HRID 441201Notes

Reaction equation

HRID 441201 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1[C:13](=[O:46])[N:14]([CH2:32][C:33]([NH:35][CH:36]([CH:43]([CH3:45])[CH3:44])[C:37](=[O:42])[C:38]([F:41])([F:40])[F:39])=[O:34])[CH:15]=[C:16]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([NH:25]C(=O)C(F)(F)F)[CH:20]=2)[CH:17]=1)=[O:10])C1C=CC=CC=1.[OH-].[Na+]>CO>[NH2:25][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[CH2:18][C:16]1[CH:17]=[C:12]([NH:11][C:9]([O:8][CH3:1])=[O:10])[C:13](=[O:46])[N:14]([CH2:32][C:33]([NH:35][CH:36]([CH:43]([CH3:45])[CH3:44])[C:37](=[O:42])[C:38]([F:39])([F:40])[F:41])=[O:34])[CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10349323HCID 10349323, compound

Product 1

HCID 22405532HCID 22405532, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-[3-Benzyloxycarbonylamino-5-(3-trifluoroacetylaminobenzyl)-2-oxo-1,2-dihydro-1-pyridyl]-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide (0.19 g), and 1N sodium hydroxide (3 mL) were combined in methanol and allowed to stir for 6 h. The methanol was evaporated, the residue was dissolved in ethyl acetate, dried, evaporated, and purified by chromatography, eluting with ethyl acetate:dichloromethane (gradient, 0:100, 5:95), to give the title compound (0.070 g).

Workup

  1. customThe methanol was evaporated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. customdried
  4. customevaporated
  5. custompurified by chromatography
  6. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-931e0f8f59264185b0a17258ac4bc749
Source dataset
uspto-grants-1996_05
Patent number
US05521179

Reaction notes

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