Sodium Hydroxide → 3-(1,2,3,4,6,7,8,9-Octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionic acid

HRID 379247Notes

Reaction equation

HRID 379247 reaction equation
C([O:3][C:4](=[O:21])[CH2:5][CH2:6][CH:7]1[CH2:20][C:11]2=[N:12][C:13]3[NH:14][CH2:15][CH2:16][CH2:17][C:18]=3[CH:19]=[C:10]2[CH2:9][CH2:8]1)C.[OH-].[Na+]>C1COCC1.O>[NH:14]1[C:13]2[N:12]=[C:11]3[CH2:20][CH:7]([CH2:6][CH2:5][C:4]([OH:21])=[O:3])[CH2:8][CH2:9][C:10]3=[CH:19][C:18]=2[CH2:17][CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 544215783-(1,2,3,4,6,7,8,9-Octahydro-benzo[b]-[1,8]naphthyridin-8-yl)-propionic acid ethyl ester

Product 1

HCID 226781623-(1,2,3,4,6,7,8,9-Octahydro-benzo[b][1,8]naphthyridin-8-yl)-propionic acid

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

A solution of 14-3 (0.180 g, 0.62 mmol) and NaOH (1.24 mL of a 1N soln, 1.24 mmol) in THF/H2O (5 mL/5 mL) was stirred at room temperature for 12 h. The solution was concentrated. The residue was triturated with Et2O to give 14-4.

Workup

  1. concentrationThe solution was concentrated
  2. customThe residue was triturated with Et2O
  3. customto give 14-4

Sources & evidence

ORD record
ord-0a1967a2dc084ed68bb72a64af372b4f
Source dataset
uspto-grants-2001_10
Patent number
US06297249B1

Reaction notes

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