Sodium Hydroxide → HCID 11223410, compound

HRID 1611971Notes

Reaction equation

HRID 1611971 reaction equation
C([O:3][C:4](=[O:30])[C:5]([C:8]1[CH:9]=[N:10][C:11]([NH:17][C:18]([C:20]2[NH:21][C:22]3[C:27]([CH:28]=2)=[CH:26][C:25]([Cl:29])=[CH:24][CH:23]=3)=[O:19])=[C:12]([O:14][CH2:15][CH3:16])[CH:13]=1)([OH:7])[CH3:6])C.[OH-].[Na+]>C(O)C>[Cl:29][C:25]1[CH:26]=[C:27]2[C:22](=[CH:23][CH:24]=1)[NH:21][C:20]([C:18]([NH:17][C:11]1[N:10]=[CH:9][C:8]([C:5]([OH:7])([CH3:6])[C:4]([OH:30])=[O:3])=[CH:13][C:12]=1[O:14][CH2:15][CH3:16])=[O:19])=[CH:28]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11350945HCID 11350945, compound

Product 1

HCID 11223410HCID 11223410, compoundYield 16.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To an ethanol (24 mL) slurry of 2-{6-[(5-chloro-1H-indole-2-carbonyl)-amino]-5-ethoxy-pyridin-3-yl}-2-hydroxy-propionic acid ethyl ester (1.2 g) was added 1N NaOH, and the reaction mixture was shaken for 1 hr. The reaction mixture was filtered, the filtrate was acidified with 1N HCl, and then evaporated to yield 190 mg of the title compound. LC/MS+=404.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-dbc0b304de504fbb9fada142192233ec
Source dataset
uspto-grants-2006_01
Patent number
US06992092B2

Reaction notes

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