HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Diethyl Ether → 1-[2-(5-Fluorobenzimidazol-2-ylthio)ethyl]piperazine tris(trifluoroacetic acid) salt

HRID 1354259
Notes
Print preview

Reaction equation

HRID 1354259 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][S:23][C:24]2[NH:25][C:26]3[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:27]=3[N:28]=2)[CH2:17][CH2:16]1)=O)(C)(C)C.CCOCC>CCCCCC>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:33][C:31]1[CH:30]=[CH:29][C:27]2[N:28]=[C:24]([S:23][CH2:22][CH2:21][N:18]3[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]3)[NH:25][C:26]=2[CH:32]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6422Trifluoroacetic acidHCID 231161621-Tert-butoxycarbonyl-4-[2-(5-fluorobenzimidazol-2-ylthio)ethyl]piperazine

Product 1

HCID 231161601-[2-(5-Fluorobenzimidazol-2-ylthio)ethyl]piperazine tris(trifluoroacetic acid) saltYield 99%

Reagents, catalysts & solvents 1

HCID 8058
Hexane
Solvent

Procedure

While trifluoroacetic acid (17 mL) was stirred under cooling with ice, 1-tert-butoxycarbonyl-4-[2-(5-fluorobenzimidazol-2-ylthio)ethyl]piperazine (6.50 g, 17.08 mmol) was added to the acid over 30 minutes and dissolved thereto. The temperature of the mixture was allowed to room temperature, and the mixture was stirred for 30 minutes. Thereafter, ether and hexane were added thereto, and the formed solid was collected through filtration. The collected product was washed with ether, to thereby yield 1-[2-(5-fluorobenzimidazol-2-ylthio)ethyl]piperazine tris(trifluoroacetic acid) salt (10.50 g, yield 99%) as a brown powder.

Workup

  1. additionwas added to the acid over 30 minutes
  2. dissolutiondissolved
  3. customwas allowed to room temperature
  4. filtrationthe formed solid was collected through filtration
  5. washThe collected product was washed with ether

Sources & evidence

ORD record
ord-60e50bb4802349689b217cd46ce4d255
Source dataset
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07223764B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes