Lithium Hydroxide → HCID 21074218, compound

HRID 1373181Notes

Reaction equation

HRID 1373181 reaction equation
[CH3:1][C:2]1[CH:39]=[CH:38][CH:37]=[CH:36][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]([CH:23]=[C:24]([NH:26][C:27](=[O:35])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[CH3:34])[CH:25]=1)[C:10]([NH:12][C:13]1[N:18]=[CH:17][C:16]([C:19]([O:21]C)=[O:20])=[CH:15][CH:14]=1)=[O:11])=[O:5].[OH-].[Li+]>O.C1COCC1>[CH3:1][C:2]1[CH:39]=[CH:38][CH:37]=[CH:36][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]([CH:23]=[C:24]([NH:26][C:27](=[O:35])[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[CH3:34])[CH:25]=1)[C:10]([NH:12][C:13]1[N:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15][CH:14]=1)=[O:11])=[O:5]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 21074231HCID 21074231, compound

Product 1

HCID 21074218HCID 21074218, compoundYield 16.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Methyl 6-{[3,5-di-(2-methylbenzoylamino)benzoyl]amino}-3-pyridinecarboxylate (130 mg 0.25 mM) was stirred at room temperature overnight with lithium hydroxide (52.5 mg 1.25 mM) in water (2 ml) and THF (10 ml). The mixture was then evaporated to remove the THF and acidified with 1.0N hydrochloric acid to pH=3. The precipitated solid was filtered, washed with water and vacuum dried at room temperature (70 mg 72.1%). Recrystallisation from ethyl acetate/methanol gave the title compound (16 mg 16.5%).

Workup

  1. customThe mixture was then evaporated
  2. customto remove the THF
  3. filtrationThe precipitated solid was filtered
  4. washwashed with water and vacuum
  5. customdried at room temperature (70 mg 72.1%)
  6. customRecrystallisation from ethyl acetate/methanol

Sources & evidence

ORD record
ord-a2a2dccf7c9446bf92027b64a0fd2672
Source dataset
uspto-grants-2007_01
Patent number
US07160906B2

Reaction notes

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