Hydrochloric Acid → HCID 67088023, compound

HRID 570594Notes

Reaction equation

HRID 570594 reaction equation
O.[OH-].[Na+].[Cl:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[C:8]2([CH2:24][C:25]([O:27]C)=[O:26])[C:15]1[C:16]([O:21][CH2:22][CH3:23])=[N:17][CH:18]=[CH:19][CH:20]=1.Cl>C(O)C>[Cl:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[C:8]2([CH2:24][C:25]([OH:27])=[O:26])[C:15]1[C:16]([O:21][CH2:22][CH3:23])=[N:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86652639HCID 86652639, compound

Product 1

HCID 67088023HCID 67088023, compoundYield 199.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

20 ml of water and 10 ml of 2N sodium hydroxide solution were added to a solution of 1.96 g (5.43 mmol) of methyl [5-chloro-3-(2-ethoxypyridin-3-yl)-2-oxo-2,3-dihydro-1H-indol-3-yl]acetate in 10 ml of ethanol. The reaction mixture was stirred at room temperature for 18 hours. The mixture was worked up by adjusting to pH 5 with 1N hydrochloric acid and then concentrating in a rotary evaporator. The residue was taken up in toluene and again evaporated to dryness, and the residue was dried in a vacuum drying oven. 3.75 g of crude product were obtained and were employed without further purification in the next stage.

Workup

  1. concentrationconcentrating in a rotary evaporator
  2. customagain evaporated to dryness
  3. customthe residue was dried in a vacuum
  4. customdrying oven

Sources & evidence

ORD record
ord-b83e3b232246469995430e7105a8b952
Source dataset
uspto-grants-2015_05
Patent number
US09023854B2

Reaction notes

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