Sodium Hydroxide → HCID 22612361, compound

HRID 844048Notes

Reaction equation

HRID 844048 reaction equation
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][C:11]([CH2:15][NH:16][C:17]([C:19]1[C:20]([O:25][C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)=[N:21][CH:22]=[CH:23][CH:24]=1)=[O:18])=[CH:10][CH:9]=2)=[O:5])C.[OH-].[Na+]>C(O)C>[F:32][C:29]1[CH:28]=[CH:27][C:26]([O:25][C:20]2[C:19]([C:17]([NH:16][CH2:15][C:11]3[CH:12]=[C:13]4[C:8](=[CH:9][CH:10]=3)[NH:7][C:6]([C:4]([OH:5])=[O:3])=[CH:14]4)=[O:18])=[CH:24][CH:23]=[CH:22][N:21]=2)=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54206178HCID 54206178, compound

Product 1

HCID 22612361HCID 22612361, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5-({[2-(4-Fluoro-phenoxy)-pyridine-3-carbonyl]-amino}-methyl)-1H-indole-2-carboxylic acid ethyl ester (0.043 grams, 0.099 mmole) in 1N sodium hydroxide (0.25 ml, 0.25 mmole) and ethanol (5 ml) was refluxed for 9 hours. The mixture was concentrated under reduced pressure to dryness and dissolved in water (2 ml). The mixture was acidified with 2 N hydrochloric acid giving a white solid which was isolated by filtration (0.032 g). M.P. 236-238; Anal. Calcd. for C22H16N3O4F: C, 65.18; H, 3.98; N, 10.37. Found: C, 65.12; H, 4.08; N, 10.20.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure to dryness
  2. dissolutiondissolved in water (2 ml)
  3. customwas isolated by filtration (0.032 g)

Sources & evidence

ORD record
ord-46532a97718849c58f8023bc80d5fa55
Source dataset
uspto-grants-2002_04
Patent number
US06380218B1

Reaction notes

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