Lithium Hydroxide → HCID 68406214, compound

HRID 43819Notes

Reaction equation

HRID 43819 reaction equation
[C:1]([C:4]1[S:8][C:7]([N:9]2[CH2:14][CH2:13][C@H:12]([NH:15][C:16]([C:18]3[NH:19][C:20]([CH2:24][CH3:25])=[C:21]([Cl:23])[N:22]=3)=[O:17])[C@H:11]([O:26][CH3:27])[CH2:10]2)=[N:6][C:5]=1[C:28]([O:30]CC)=[O:29])(=[O:3])[CH3:2].[OH-].[Li+]>CO.C1COCC1>[C:1]([C:4]1[S:8][C:7]([N:9]2[CH2:14][CH2:13][C@H:12]([NH:15][C:16]([C:18]3[NH:19][C:20]([CH2:24][CH3:25])=[C:21]([Cl:23])[N:22]=3)=[O:17])[C@H:11]([O:26][CH3:27])[CH2:10]2)=[N:6][C:5]=1[C:28]([OH:30])=[O:29])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86648763Ethyl cis(+/-)-5-acetyl-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-1,3-thiazole-4-carboxylate

Product 1

HCID 68406214HCID 68406214, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl cis(±)-5-acetyl-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-1,3-thiazole-4-carboxylate obtained in Example (190b) (54 mg, 0.11 mmol) was dissolved in methanol (2 ml) and THF (2 ml). A 2 N aqueous lithium hydroxide solution (2 ml) was added, and the mixture was stirred at room temperature overnight. The organic solvent was evaporated under reduced pressure, followed by neutralization with 1 N hydrochloric acid. The resulting solid was collected by filtration and washed with distilled water, to obtain 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

Sources & evidence

ORD record
ord-2b02c2c2b6244eeb9ae09e24d1be4de3
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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