Water → HCID 69430304, compound

HRID 1352492Notes

Reaction equation

HRID 1352492 reaction equation
C[O:2][C:3](=[O:33])[C:4]1[CH:9]=[CH:8][C:7]([C:10]([N:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]([N:22]([C:29](=[O:31])[CH3:30])[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:14][CH:13]2[CH3:32])=[O:11])=[CH:6][CH:5]=1.[Li].O>CO>[C:29]([N:22]([C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[C@H:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:12]([C:10]([C:7]2[CH:6]=[CH:5][C:4]([C:3]([OH:33])=[O:2])=[CH:9][CH:8]=2)=[O:11])[C@@H:13]([CH3:32])[CH2:14]1)(=[O:31])[CH3:30]

Participants

5

Reactant 3

HCID 962Water2×HCID 3028194LithiumHCID 10252797HCID 10252797, compound

Product 1

HCID 69430304HCID 69430304, compoundYield 103.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 4-[4-(Acetyl-phenyl-amino)-2-methyl-3,4-dihydro-2H-quinoline-1-carbonyl]-benzoic acid methyl ester (50 mg) and lithium hydroxyde (0.283 mmol) in methanol (2 ml) and water (1 ml) was stirred at room temperature overnight. After addition of water, the mixture was washed with dichloromethane. The aqueous layer was acidified and then extracted using ethyl acetate. The organic layer is separated and dried over sodium sulfate. The solvent was removed to give the title compound (50 mg).

Workup

  1. washthe mixture was washed with dichloromethane
  2. extractionextracted
  3. customThe organic layer is separated
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed

Sources & evidence

ORD record
ord-cd0ac8381e61413b928c40f1c280aca2
Source dataset
uspto-grants-2007_05
Patent number
US07220760B2

Reaction notes

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