Lithium Hydroxide → HCID 42630356, compound

HRID 1696763Notes

Reaction equation

HRID 1696763 reaction equation
C([O:4][CH2:5][CH2:6][C:7]1[S:8][C:9]([S:13]([NH:16][C:17](=[O:29])[NH:18][C:19]2[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[CH:21][N:20]=2)(=[O:15])=[O:14])=[CH:10][C:11]=1[CH3:12])(=O)C.[Li+].[OH-]>CO>[OH:4][CH2:5][CH2:6][C:7]1[S:8][C:9]([S:13]([NH:16][C:17](=[O:29])[NH:18][C:19]2[CH:24]=[C:23]([C:25]([F:27])([F:28])[F:26])[CH:22]=[CH:21][N:20]=2)(=[O:15])=[O:14])=[CH:10][C:11]=1[CH3:12]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 42630355HCID 42630355, compound

Product 1

HCID 42630356HCID 42630356, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-{3-Methyl-5-[({[4-(trifluoromethyl)pyridin-2-yl]carbamoyl}amino)sulfonyl]-2-thienyl}ethyl acetate (310 mg, 0.55 mmol, 1 equiv.) was saponified by addition of 1 N LiOH (1.2 mL, 1 mmol, 2 equiv.) in MeOH (5 mL) for 60 min. The solution was purified by chromatography on a HPLC 75×30 mm RP18 5 μm column, with A=0.1% HCOOH and B=MeCN and with a gradient of 20% to 70% B in 10 min. The corresponding fractions were lyophilized to give the titled compound, 89 mg, mle 408.0 (MH−).

Workup

  1. customThe solution was purified by chromatography on a HPLC 75×30 mm RP18 5 μm column, with A=0.1% HCOOH and B=MeCN and with a gradient of 20% to 70% B in 10 min

Sources & evidence

ORD record
ord-363c8f3445be4797900c38fbde1ee684
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

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