Hydrochloric Acid → HCID 58277380, compound

HRID 1949276Notes

Reaction equation

HRID 1949276 reaction equation
O.[OH-].[Li+].[Cl:4][C:5]1[CH:6]=[C:7]([N:12]2[C:16]([C:17]3[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([C:24]#[N:25])[CH:18]=3)=[CH:15][C:14]([C:26]([O:28]CC)=[O:27])=[N:13]2)[CH:8]=[CH:9][C:10]=1[F:11].Cl>C1COCC1>[Cl:4][C:5]1[CH:6]=[C:7]([N:12]2[C:16]([C:17]3[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([C:24]#[N:25])[CH:18]=3)=[CH:15][C:14]([C:26]([OH:28])=[O:27])=[N:13]2)[CH:8]=[CH:9][C:10]=1[F:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 58277382HCID 58277382, compound

Product 1

HCID 58277380HCID 58277380, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

12.0 ml of water and 741 mg (30.1 mmol) of lithium hydroxide are added to 1.20 g (3.10 mmol) of the carboxylic ester of Example 128A in 36.0 ml of THF. The mixture is stirred at RT for 6 h and a 1N aqueous hydrogen chloride solution is subsequently added to the reaction solution. The mixture is extracted with dichloromethane and the combined organic phases are dried over magnesium sulfate, filtered and concentrated in vacuo. 1.10 g (95% of theory) of the title compound are obtained.

Workup

  1. extractionThe mixture is extracted with dichloromethane
  2. dry with materialthe combined organic phases are dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1a70cae5c770487fb5dd2e96b035c532
Source dataset
uspto-grants-2013_03
Patent number
US08399682B2

Reaction notes

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