Potassium Hydroxide → HCID 66669797, compound

HRID 405914Notes

Reaction equation

HRID 405914 reaction equation
[OH-].[K+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([OH:14])=[O:13])[CH:10]=2)[CH:5]=[CH:4]1.[CH2:15]([N:22]1[CH2:27][CH2:26][C:25](=O)[CH2:24][CH2:23]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CO>[CH2:15]([N:22]1[CH2:23][CH:24]=[C:25]([C:5]2[C:6]3[C:11](=[CH:10][C:9]([C:12]([OH:14])=[O:13])=[CH:8][CH:7]=3)[NH:3][CH:4]=2)[CH2:26][CH2:27]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 192201-Benzyl-4-piperidoneHCID 5952301H-indole-6-carboxylic acid

Product 1

HCID 66669797HCID 66669797, compoundYield 240.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.6 g potassium hydroxide are suspended in 25 ml of methanol and 2.5 g 1H-indole-6-carboxylic acid and 5.5 g 1-benzyl-piperidin-4-one are added. The reaction mixture is stirred for 15 hours at reflux temperature and then evaporated to dryness. The residue is combined with hydrochloric acid (1 M) and evaporated to dryness. The residue is treated with methanol and diethyl ether and the solid is suction filtered. 12.4 g product are obtained as a solid.

Workup

  1. temperatureat reflux temperature
  2. customevaporated to dryness
  3. customevaporated to dryness
  4. additionThe residue is treated with methanol and diethyl ether
  5. filtrationfiltered

Sources & evidence

ORD record
ord-ecd5df9718514bc3958420009db24f53
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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