Hydrochloric Acid → HCID 66891792, compound

HRID 456226Notes

Reaction equation

HRID 456226 reaction equation
[OH:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=2[CH2:18][N:19]2[C@@H:23]([CH3:24])[C@@H:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[O:21][C:20]2=[O:31])=[CH:6][C:5]([CH2:32][C:33]([OH:35])=[O:34])=[CH:4][CH:3]=1.Cl.[CH3:37]O>>[CH3:37][O:34][C:33](=[O:35])[CH2:32][C:5]1[CH:6]=[C:7]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:10][C:9]=2[CH2:18][N:19]2[C@@H:23]([CH3:24])[C@@H:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[O:21][C:20]2=[O:31])[C:2]([OH:1])=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 66890151HCID 66890151, compound

Product 1

HCID 66891792HCID 66891792, compound

Conditions

Temperature
80 °C

Procedure

To [6-hydroxy-2′-((4S,5R)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-4′-trifluoromethyl-biphenyl-3-yl]-acetic acid (0.5 g, 1.0 mmol) in MeOH (20 mL) was added hydrogen chloride (4N in 1,4-dioxane; 2 mL), and the reaction was heated to 80° C. for 2 hours. The mixture was then concentrated and worked-up with EtOAc and saturated aqueous NaHCO3 to give the title compound.

Workup

  1. concentrationThe mixture was then concentrated

Sources & evidence

ORD record
ord-ea13d1b6fb7a4aceacf0c4d54bd7aaf6
Source dataset
uspto-grants-2013_07
Patent number
US08497381B2

Reaction notes

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