Citric Acid → HCID 10039148, compound

HRID 1696896Notes

Reaction equation

HRID 1696896 reaction equation
[N:1]1([C:5]2[N:14]=[C:13]3[C:8]([C:9](=[O:20])[C:10]([C:15]([O:17]CC)=[O:16])=[CH:11][NH:12]3)=[C:7]([CH3:21])[C:6]=2[F:22])[CH2:4][CH2:3][CH2:2]1.[Li+].[OH-].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1>[N:1]1([C:5]2[N:14]=[C:13]3[C:8]([C:9](=[O:20])[C:10]([C:15]([OH:17])=[O:16])=[CH:11][NH:12]3)=[C:7]([CH3:21])[C:6]=2[F:22])[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 67275775HCID 67275775, compound

Product 1

HCID 10039148HCID 10039148, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A solution of Example 5B (0.58 mmol) in THF (10 mL) was treated with 1M LiOH (30 mL), stirred for 12 hours, heated at 70° C. for 8 hours then cooled, stirred at ambient temperature for 2 days, heated at 70° C. for 8 hours then cooled, treated with 10% citric acid, and filtered.

Workup

  1. temperaturethen cooled
  2. stirringstirred at ambient temperature for 2 days
  3. temperatureheated at 70° C. for 8 hours
  4. temperaturethen cooled
  5. filtrationfiltered

Sources & evidence

ORD record
ord-a0b39277bfec497b84fc60cf6eaf86e7
Source dataset
uspto-grants-2012_04
Patent number
US08163769B2

Reaction notes

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