Sodium Bromide → 2-(1-(Iminomethyl)piperidin-4-yl)ethyl(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoate Monohydrobromide

HRID 1785253Notes

Reaction equation

HRID 1785253 reaction equation
Cl.[F:2][C:3]1([F:29])[CH2:7][CH2:6][C@@H:5]([C@@:8]([OH:28])([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:9]([O:11][CH2:12][CH2:13][CH:14]2[CH2:19][CH2:18][N:17]([CH:20]=[NH:21])[CH2:16][CH2:15]2)=[O:10])[CH2:4]1.[Br-:30].[Na+]>O>[BrH:30].[F:29][C:3]1([F:2])[CH2:7][CH2:6][C@@H:5]([C@@:8]([OH:28])([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:9]([O:11][CH2:12][CH2:13][CH:14]2[CH2:15][CH2:16][N:17]([CH:20]=[NH:21])[CH2:18][CH2:19]2)=[O:10])[CH2:4]1

Participants

4

Reactant 2

HCID 253881Sodium BromideHCID 86589930HCID 86589930, compound

Product 1

HCID 865899292-(1-(Iminomethyl)piperidin-4-yl)ethyl(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoate Monohydrobromide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 50 mg of 2-(1-(iminomethyl)piperidin-4-yl)ethyl (2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylethanoate monohydrochloride in 2 ml of ultrapure water was developed on reversed phase medium pressure liquid chromatography [ODS-AQ 120-S50 (YMC Co.)], and 60 ml of 0.2 M aqueous sodium bromide solution was flowed. After washing with 100 ml of ultrapure water, the title compound was eluted from tetrahydrofuran/water=1/5, and 35 mg thereof was obtained as a colorless solid upon condensation to dry solid.

Workup

  1. washAfter washing with 100 ml of ultrapure water
  2. washthe title compound was eluted from tetrahydrofuran/water=1/5, and 35 mg
  3. customthereof was obtained as a colorless solid upon condensation
  4. customto dry solid

Sources & evidence

ORD record
ord-f8c8b43b0bd547c2a505c1f74f854587
Source dataset
uspto-grants-2009_03
Patent number
US07504432B2

Reaction notes

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