Lithium Hydroxide → HCID 67958233, compound

HRID 2174666Notes

Reaction equation

HRID 2174666 reaction equation
[N:1]1[N:2]([C:10]2[N:33]=[CH:32][CH:31]=[CH:30][C:11]=2[C:12]([NH:14][CH:15]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:16]([OH:22])[C:17]([O:19]CC)=[O:18])=[O:13])[CH:3]=[C:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2.[OH-].[Li+]>C1COCC1.O>[N:1]1[N:2]([C:10]2[N:33]=[CH:32][CH:31]=[CH:30][C:11]=2[C:12]([NH:14][CH:15]([CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH:16]([OH:22])[C:17]([OH:19])=[O:18])=[O:13])[CH:3]=[C:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67958819HCID 67958819, compound

Product 1

HCID 67958233HCID 67958233, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of ethyl 3-[2-(2H-indazol-2-yl)nicotinamido]-2-hydroxy-4-phenylbutanoate (1.05 g, 2.362 mmol) in THF (50 ml) a solution of lithium hydroxide (100 mg) in water (5 ml) was added, and the mixture was stirred overnight at room temperature. The mixture was then concentrated in vacuo and, after addition of water (100 ml), acidified using 2 N HCl. The precipitate formed was filtered off and dried to give 895 mg of the title compound as an off-white solid.

Workup

  1. additionwas added
  2. concentrationThe mixture was then concentrated in vacuo
  3. additionafter addition of water (100 ml)
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. customdried

Sources & evidence

ORD record
ord-533745a15853418fbf0375388931033a
Source dataset
uspto-grants-2015_06
Patent number
US09062027B2

Reaction notes

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