Lithium Hydroxide → HCID 22144623, compound

HRID 1824999Notes

Reaction equation

HRID 1824999 reaction equation
[CH3:1][C:2]([CH3:28])([CH3:27])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:11]([C:22]([O:24]CC)=[O:23])=[CH:10]2)=[O:5].[OH-].[Li+]>CO.C1COCC1>[CH3:1][C:2]([CH3:28])([CH3:27])[CH2:3][C:4]([NH:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[N:12]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:11]([C:22]([OH:24])=[O:23])=[CH:10]2)=[O:5]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 22144651HCID 22144651, compound

Product 1

HCID 22144623HCID 22144623, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Procedure

119 mg (0.31 mmol) of ethyl 5-[(3,3-dimethylbutanoyl)amino]-1-phenyl-1H-indole-2-carboxylate from Example LVIII are dissolved in each case in 2 ml of methanol and THF, and 0.31 ml (0.63 mmol) of a 2 M lithium hydroxide solution is added. The mixture is heated at 90° C. for one hour. After cooling, the mixture is, for work-up, diluted and extracted with aqueous hydrochloric acid and ethyl acetate. The organic phase is dried with sodium sulphate, filtered and dried under reduced pressure.

Workup

  1. temperatureAfter cooling
  2. additiondiluted
  3. extractionextracted with aqueous hydrochloric acid and ethyl acetate
  4. dry with materialThe organic phase is dried with sodium sulphate
  5. filtrationfiltered
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-67ee02c27873408b86139ac634afaa08
Source dataset
uspto-grants-2006_05
Patent number
US07045544B2

Reaction notes

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