Lithium hydroxide, monohydrate → HCID 56658836, compound

HRID 1851335Notes

Reaction equation

HRID 1851335 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:25][CH2:24][O:23][C:22]4=[O:26])=[CH:17][CH:16]=3)=[CH:13][CH:12]=[C:11]2[CH2:27][CH2:28][C:29]([O:31]CC)=[O:30])=[C:6]([CH3:34])[CH:5]=1)(=[O:3])[NH2:2].O.[OH-].[Li+]>C1COCC1.O>[C:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]3[CH:16]=[CH:17][C:18]([N:21]4[CH2:25][CH2:24][O:23][C:22]4=[O:26])=[CH:19][CH:20]=3)=[CH:13][CH:12]=[C:11]2[CH2:27][CH2:28][C:29]([OH:31])=[O:30])=[C:6]([CH3:34])[CH:5]=1)(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67176382HCID 67176382, compound

Product 1

HCID 56658836HCID 56658836, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a solution of ethyl 3-(1-(4-carbamoyl-2-methylphenyl)-5-(4-(2-oxooxazolidin-3-yl)phenyl)-1H-pyrrol-2-yl)propanoate (67 mg, 0.15 mmol) in THF/H2O (1 mL, v/v=1/1) was added lithium hydroxide monohydrate (7 mg, 0.15 mmol). The mixture was stirred at room temperature for 6 h. THF was evaporated in vacuo. The residue was acidified to pH=5 with 5% hydrochloric acid, concentrated and purified by prep-TLC to afford the titled compound as a brown solid (24 mg, yield 39%).

Workup

  1. customTHF was evaporated in vacuo
  2. concentrationconcentrated
  3. custompurified by prep-TLC

Sources & evidence

ORD record
ord-91c768093f3140ab89beebea6a969207
Source dataset
uspto-grants-2015_02
Patent number
US08957105B2

Reaction notes

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