Lithium hydroxide, monohydrate → HCID 69655737, compound

HRID 11667Notes

Reaction equation

HRID 11667 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]([N:25]2[CH2:30][C@H:29]([CH3:31])[N:28]([CH2:32][C:33]3[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=3)[CH2:27][C@H:26]2[CH3:40])=[O:24])=[C:6]([S:8]([NH:11][C:12](=[O:20])[C:13]([O:16]C(=O)C)([CH3:15])[CH3:14])(=[O:10])=[O:9])[CH:7]=1.O.[OH-].[Li+]>O1CCCC1.CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]([N:25]2[CH2:30][C@H:29]([CH3:31])[N:28]([CH2:32][C:33]3[CH:34]=[CH:35][C:36]([F:39])=[CH:37][CH:38]=3)[CH2:27][C@H:26]2[CH3:40])=[O:24])=[C:6]([S:8]([NH:11][C:12](=[O:20])[C:13]([OH:16])([CH3:14])[CH3:15])(=[O:10])=[O:9])[CH:7]=1

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 69655351Acetic Acid 2-(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzenesulfonylamino)-1,1-dimethyl-2-oxo-ethyl Ester

Product 1

HCID 69655737HCID 69655737, compoundYield 89.1%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of acetic acid 2-(5-chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzenesulfonylamino)-1,1-dimethyl-2-oxo-ethyl ester (0.14 g, 0.21 mmol) in tetrahydrofuran (2 mL), methanol (0.2 mL) and water (0.4 mL) was added lithium hydroxide monohydrate (0.020 g, 0.48 mmol). The resulting reaction mixture was stirred at ambient temperature overnight. Chromatography on silica gel of the reaction mixture provided the title compound (0.104 g, LRMS: 556.3).

Workup

  1. customThe resulting reaction mixture

Sources & evidence

ORD record
ord-8e14bb657fa8415fa72446efe618afdc
Source dataset
uspto-grants-2006_08
Patent number
US07098212B2

Reaction notes

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