Sodium Hydroxide → 3(S)-(Pyridin-3-yl)-3-(5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-pentanoylamino)propionic acid

HRID 1004238Notes

Reaction equation

HRID 1004238 reaction equation
C([O:3][C:4](=[O:30])[CH2:5][C@@H:6]([C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)[NH:7][C:8](=[O:23])[CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:22]=[CH:21][C:20]2[CH2:19][CH2:18][CH2:17][NH:16][C:15]=2[N:14]=1)C.[OH-].[Na+]>CCO>[N:26]1[CH:27]=[CH:28][CH:29]=[C:24]([C@@H:6]([NH:7][C:8](=[O:23])[CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[CH2:19][CH2:18][CH2:17][NH:16][C:15]=3[N:14]=2)[CH2:5][C:4]([OH:30])=[O:3])[CH:25]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 544418963(S)-(Pyridin-3-yl)-3-(5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-pentanoylamino)propionic acid ethyl ester

Product 1

HCID 101567463(S)-(Pyridin-3-yl)-3-(5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-pentanoylamino)propionic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 1-8 (0.1847 mmol) in EtOH (2 mL) was added 1N NaOH (0.250 ml, 0.250 mmol). After stirring for 2 h, the solvents were evaporated and the residue was chromatographed (silica gel, 15:10:1:1 ethyl acetate/EtOH/water/NH4OH) to give 1-9 as a white solid.

Workup

  1. customthe solvents were evaporated
  2. customthe residue was chromatographed (silica gel, 15:10:1:1 ethyl acetate/EtOH/water/NH4OH)

Sources & evidence

ORD record
ord-ba0e49c222364fc28963605125f704a7
Source dataset
uspto-grants-2000_04
Patent number
US06048861

Reaction notes

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