Hydrochloric Acid → HCID 86651140, compound

HRID 1810587Notes

Reaction equation

HRID 1810587 reaction equation
[CH2:1]([N:3]([CH2:9][C:10]1[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:11]=1[C:20]1[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:23]=[C:22]([C@@H:30]([CH3:46])[C:31](N2[C@H](C)[C@H](C3C=CC=CC=3)OC2=O)=[O:32])[CH:21]=1)[C:4]([CH:6]1[CH2:8][CH2:7]1)=[O:5])[CH3:2].[OH-:47].[Li+].OO.Cl>O>[CH:6]1([C:4]([N:3]([CH2:9][C:10]2[CH:15]=[C:14]([C:16]([F:17])([F:18])[F:19])[CH:13]=[CH:12][C:11]=2[C:20]2[CH:25]=[C:24]([C:26]([F:28])([F:29])[F:27])[CH:23]=[C:22]([C@@H:30]([CH3:46])[C:31]([OH:32])=[O:47])[CH:21]=2)[CH2:1][CH3:2])=[O:5])[CH2:7][CH2:8]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 3939Lithium HydroxideHCID 86651141HCID 86651141, compound

Product 1

HCID 86651140HCID 86651140, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of cyclopropanecarboxylic acid ethyl-{3′-[(R)-1-methyl-2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-2-oxo-ethyl]-4,5′-bis-trifluoromethyl-biphenyl-2-ylmethyl}-amide (0.036 g, 0.06 mmol) in THE (1 mL) and H2O (1 mL) was added lithium hydroxide (0.005 g, 0.11 mmol) and hydrogen peroxide (29%; 0.01 mL, 0.11 mmol), and the reaction was stirred at room temperature overnight. The mixture was acidified to pH 5 with 10% aqueous HCl are extracted with EtOAc. The crude material was purified by preparative HPLC to give the title compound. M+H is 488.

Workup

  1. extractionare extracted with EtOAc
  2. customThe crude material was purified by preparative HPLC

Sources & evidence

ORD record
ord-6764790e14fa48f9bdbc2bc8d0f52bcd
Source dataset
uspto-grants-2013_01
Patent number
US08362044B2

Reaction notes

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