Lithium Hydroxide → HCID 58052559, compound

HRID 2190152Notes

Reaction equation

HRID 2190152 reaction equation
C([O:3][C:4](=[O:36])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[C:11]2[C:23]([C:24](=[O:28])[NH:25][CH2:26]C)=[C:22]([C:29]3[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=3)[O:21][C:12]2=[N:13][C:14]=1[N:15]([S:17]([CH3:20])(=[O:19])=[O:18])[CH3:16])C.[Li+].[OH-]>CO>[F:35][C:32]1[CH:33]=[CH:34][C:29]([C:22]2[O:21][C:12]3=[N:13][C:14]([N:15]([CH3:16])[S:17]([CH3:20])(=[O:18])=[O:19])=[C:9]([CH2:8][CH2:7][CH2:6][CH2:5][C:4]([OH:36])=[O:3])[CH:10]=[C:11]3[C:23]=2[C:24](=[O:28])[NH:25][CH3:26])=[CH:30][CH:31]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 66663812HCID 66663812, compound

Product 1

HCID 58052559HCID 58052559, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 5-[2-(4-Fluoro-phenyl)-6-(methanesulfonyl-methyl-amino)-3-ethylcarbamoyl-furo[2,3-b]pyridin-5-yl]-pentanoic acid ethyl ester (3.0 mg) in MeOH (0.5 ml) is added LiOH (1 M in water, 0.25 ml) and the mixture is refluxed for 1 h, cooled to rt and purified by preparative HPLC to afford the title compound (M+H)+=478.1; Retention time=1.03 min, Method A.

Workup

  1. temperaturethe mixture is refluxed for 1 h
  2. custompurified by preparative HPLC

Sources & evidence

ORD record
ord-ea849cff773e41b78fcacf414a8e319a
Source dataset
uspto-grants-2012_12
Patent number
US08324239B2

Reaction notes

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