Iodoethane → HCID 69076897, compound

HRID 1785248Notes

Reaction equation

[F:1][C:2]1([F:27])[CH2:6][CH2:5][C@@H:4]([C@@:7]([OH:26])([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)[C:8]([O:10][CH:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH3:18])[CH2:13][CH2:12]2)=[O:9])[CH2:3]1.[CH2:28]([I:30])[CH3:29]>>[I-:30].[F:27][C:2]1([F:1])[CH2:6][CH2:5][C@@H:4]([C@@:7]([OH:26])([C:19]2[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)[C:8]([O:10][CH:11]2[CH2:16][CH2:15][N+:14]([CH2:28][CH3:29])([CH2:17][CH3:18])[CH2:13][CH2:12]2)=[O:9])[CH2:3]1

Participants

Reactant 2

HCID 6340Iodoethane

HCID 86597301HCID 86597301, compound

Product 1

HCID 69076897HCID 69076897, compound

Conditions

Temperature: 70 °C

Procedure

A solution formed by dissolving 1-ethylpiperidin-4-yl (2R)-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-(4-chlorophenyl)-ethanoate in 1 ml of ethyl iodide at room temperature was stirred for 12 hours at 70° C. Excessive reagent was distilled off under reduced pressure, and the residue was purified on preparative thin layer chromatography (Aluminiumoxide™60F254, Art5713 (Merck), chloroform/methanol=3/1) to provide 14 mg of the title compound as a colorless solid.

Workup

customA solution formed
distillationExcessive reagent was distilled off under reduced pressure
customthe residue was purified on preparative thin layer chromatography (Aluminiumoxide™60F254, Art5713 (Merck), chloroform/methanol=3/1)

Sources & evidence

ORD record: ord-29997327c820464fae137cc3d6b25a01
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07504432B2

Reaction notes

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