Sodium Hydroxide → HCID 11691356, compound

HRID 1010582Notes

Reaction equation

HRID 1010582 reaction equation
[OH-].[Na+].[C:3]1([S:9]([NH:12][C:13]2[CH:14]=[C:15]([CH:19]([OH:36])[CH2:20][NH:21][C:22]([CH3:35])([CH3:34])[CH2:23][CH2:24][N:25]3[CH:29]=[C:28]([C:30]([O:32]C)=[O:31])[N:27]=[CH:26]3)[CH:16]=[CH:17][CH:18]=2)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O1CCCC1>[C:3]1([S:9]([NH:12][C:13]2[CH:14]=[C:15]([CH:19]([OH:36])[CH2:20][NH:21][C:22]([CH3:34])([CH3:35])[CH2:23][CH2:24][N:25]3[CH:29]=[C:28]([C:30]([OH:32])=[O:31])[N:27]=[CH:26]3)[CH:16]=[CH:17][CH:18]=2)(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11562163HCID 11562163, compound

Product 1

HCID 11691356HCID 11691356, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.00 mL sodium hydroxide solution (1M) was added to 7.81 g (23.3 mmol) methyl 1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazole-4-carboxylate in 8 mL tetrahydrofuran and stirred for 4 h at ambient temperature. The solvent was eliminated from the reaction mixture using the rotary evaporator and the residue was combined three times with 20 mL methanol and filtered. The combined methanolic phases were freed from solvent using the rotary evaporator and 0.390 g (0.825 mmol, 98%) 1-{3-[2-(3-benzenesulphonylamino-phenyl)-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-imidazole-4-carboxylic acid were obtained as a colourless solid.

Workup

  1. customthe rotary evaporator
  2. filtrationfiltered
  3. customthe rotary evaporator

Sources & evidence

ORD record
ord-0c615c6eb717478095f1d04595f14a1a
Source dataset
uspto-grants-2011_07
Patent number
US07977334B2

Reaction notes

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