Lithium Hydroxide → HCID 67363350, compound

HRID 1183178Notes

Reaction equation

HRID 1183178 reaction equation
C([O:3][C:4](=[O:36])[CH2:5][C@H:6]([NH:14][C:15]([C:17]1[CH:21]=[C:20]([O:22][CH2:23][C:24]2([CH3:28])[CH2:27][O:26][CH2:25]2)[N:19]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[F:35])[N:18]=1)=[O:16])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH3:13])C.[OH-].[Li+]>C1COCC1.O>[F:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[N:19]1[C:20]([O:22][CH2:23][C:24]2([CH3:28])[CH2:27][O:26][CH2:25]2)=[CH:21][C:17]([C:15]([NH:14][C@H:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH3:13])[CH2:5][C:4]([OH:36])=[O:3])=[O:16])=[N:18]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 67362914HCID 67362914, compound

Product 1

HCID 67363350HCID 67363350, compoundYield 80.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

100 mg (0.2 mmol) of (S)-3-{[1-(2-fluoro-phenyl)-5-(3-methyl-oxetan-3-ylmethoxy)-1H-pyrazole-3-carbonyl]-amino}-3-(2-methyl-phenyl)-propionic acid ethyl ester were dissolved in a mixture of THF, MOH and water (2 ml each), and 14.5 mg (0.61 mmol) of lithium hydroxide were added. The mixture was stirred overnight at room temperature and the solvent removed. The residue was subjected to column chromatography (silica gel, DCM/MOH 9:1) to give 75 mg (75%) of the title compound.

Workup

  1. additionwere added
  2. customthe solvent removed

Sources & evidence

ORD record
ord-55df8726d2684479bfa20bff7e941ad7
Source dataset
uspto-grants-2014_03
Patent number
US08664257B2

Reaction notes

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