Ethanol → HCID 10665515, compound

HRID 1736161Notes

Reaction equation

HRID 1736161 reaction equation
[NH2:1][C:2]1[C:7]2[C:8](=[O:20])[CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([F:19])[CH:13]=3)[O:11][C:6]=2[C:5]([F:21])=[C:4]([C:22]([O:24]CC)=[O:23])[C:3]=1[F:27].C(O)C.[OH-].[Na+]>CO>[NH2:1][C:2]1[C:7]2[C:8](=[O:20])[CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([F:19])[CH:13]=3)[O:11][C:6]=2[C:5]([F:21])=[C:4]([C:22]([OH:24])=[O:23])[C:3]=1[F:27]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 10691034HCID 10691034, compound

Product 1

HCID 10665515HCID 10665515, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

121 mg (0.320 mmol) of Compound 92 obtained in Example 92 (2) was suspended in a mixed solvent of 10 mL of ethanol and 5 mL of methanol, 0.4 mL of a 5N aqueous solution of sodium hydroxide was added and the mixture was stirred at 50° C. for 2.5 hours. The reaction solution was cooled on ice, the solution was adjusted to pH 4 and the precipitated crystals were collected by filtration to give 101 mg of Compound 93 (yield: 90%).

Workup

  1. additionwas added
  2. temperatureThe reaction solution was cooled on ice
  3. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-b4bc223093ed45058ac609a335d24e6d
Source dataset
uspto-grants-1996_07
Patent number
US05539112

Reaction notes

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