Lithium Hydroxide → HCID 60135899, compound

HRID 43802Notes

Reaction equation

HRID 43802 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C:12]2[CH:25]=[CH:24][C:15]3[CH:16]=[C:17]([C:19]([O:21]CC)=[O:20])[S:18][C:14]=3[CH:13]=2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].[OH-].[Li+]>CO.C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C:12]2[CH:25]=[CH:24][C:15]3[CH:16]=[C:17]([C:19]([OH:21])=[O:20])[S:18][C:14]=3[CH:13]=2)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67549137HCID 67549137, compound

Product 1

HCID 60135899HCID 60135899, compoundYield 92.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Ethyl 6-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-1-benzothiophene-2-carboxylate obtained in Example (184a) (74.4 mg) was dissolved in methanol (3 ml) and THF (6 ml). A 2 N aqueous lithium hydroxide solution (4 ml) was added, and the mixture was stirred at 50° C. for two hours. The organic solvent was evaporated under reduced pressure, followed by neutralization with 1 N hydrochloric acid. The resulting solid was collected by filtration, washed with distilled water, and dried under reduced pressure at 45° C. to obtain 64 mg of the title compound as a solid.

Workup

  1. customThe organic solvent was evaporated under reduced pressure
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with distilled water
  4. customdried under reduced pressure at 45° C.

Sources & evidence

ORD record
ord-1ca3a1614c294ae29a16eed0ec4b2038
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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