Sodium Hydroxide → 3-(2-Methyl-pyrimidin-5-yl)-7-oxo-9-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-nonanoic Acid

HRID 2187378Notes

Reaction equation

HRID 2187378 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][CH:6]([C:24]1[CH:25]=[N:26][C:27]([CH3:30])=[N:28][CH:29]=1)[CH2:7][CH2:8][CH2:9][C:10](=[O:23])[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>[CH3:30][C:27]1[N:28]=[CH:29][C:24]([CH:6]([CH2:7][CH2:8][CH2:9][C:10](=[O:23])[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:31])=[O:3])=[CH:25][N:26]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 235812793-(2-Methyl-pyrimidin-5-yl)-7-oxo-9-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-nonanoic acid ethyl ester

Product 1

HCID 98221043-(2-Methyl-pyrimidin-5-yl)-7-oxo-9-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-nonanoic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-12 (77 mg, 0.18 mmol) in EtOH (2 mL) was added 1N NaOH (272 μl, 0.27 mmol). After stirring for 2 h, the solvents were evaporated and the residue was chromatographed (silica gel, 25:10:1:1 to 15:10:1:1 EtOAc/EtOH/H2O/NH4OH) to give 2-13 as a white solid.

Workup

  1. customthe solvents were evaporated
  2. customthe residue was chromatographed (silica gel, 25:10:1:1 to 15:10:1:1 EtOAc/EtOH/H2O/NH4OH)

Sources & evidence

ORD record
ord-db07b025f75a4c5cb9098f3942d487c6
Source dataset
uspto-grants-2002_06
Patent number
US06410526B1

Reaction notes

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