Potassium Carbonate → HCID 178468952, compound

HRID 1466947Notes

Reaction equation

HRID 1466947 reaction equation
[CH2:1]([O:3][C:4](=[O:26])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:11][C:12]2[C:20]3[C:15](=[C:16]([F:22])[C:17](Cl)=[CH:18][CH:19]=3)[N:14]([C:23]#[N:24])[C:13]=2[CH3:25])[CH:6]=1)[CH3:2].[ClH:27].[NH2:28][OH:29].C(=O)([O-])[O-].[K+].[K+]>CCO>[CH2:1]([O:3][C:4](=[O:26])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:11][C:12]2[C:20]3[C:15](=[C:16]([F:22])[C:17]([Cl:27])=[CH:18][CH:19]=3)[N:14]([C:23](=[NH:24])[NH:28][OH:29])[C:13]=2[CH3:25])[CH:6]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 667656453-(6-Chloro-1-cyano-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester

Product 1

HCID 178468952HCID 178468952, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(6-Chloro-1-cyano-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid ethyl ester (0.45 g, 1.15 mmol), hydroxylamine hydrochloride (0.40 g, 5.79 mmol), and potassium carbonate (0.80 g, 5.79 mmol) were combined in absolute EtOH (4 mL) and stirred at reflux for overnight. The heterogeneous mixture was then filtered, and the solids were washed with hot absolute EtOH (2×10 mL). The resulting filtrate was concentrated to dryness under reduced pressure to afford the title compound.

Workup

  1. temperatureat reflux for overnight
  2. filtrationThe heterogeneous mixture was then filtered
  3. washthe solids were washed with hot absolute EtOH (2×10 mL)
  4. concentrationThe resulting filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-aeb985a88d064006b1f37935ad95d84f
Source dataset
uspto-grants-2015_04
Patent number
US09000025B2

Reaction notes

Loading…