Trifluoroacetic acid → 9-(4-piperazino-butyl)-9H-fluorene-9-carboxylic acid-(2,2,2-trifluoro-ethyl)-amide

HRID 2415877Notes

Reaction equation

HRID 2415877 reaction equation
[F:1][C:2]([F:38])([F:37])[CH2:3][NH:4][C:5]([C:7]1([CH2:20][CH2:21][CH2:22][CH2:23][N:24]2[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]2)[C:19]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:13]2[C:8]1=[CH:9][CH:10]=[CH:11][CH:12]=2)=[O:6].FC(F)(F)C(O)=O.[OH-].[Na+]>ClCCl>[F:37][C:2]([F:1])([F:38])[CH2:3][NH:4][C:5]([C:7]1([CH2:20][CH2:21][CH2:22][CH2:23][N:24]2[CH2:25][CH2:26][NH:27][CH2:28][CH2:29]2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=2[C:14]2[C:19]1=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:6]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 69891975HCID 69891975, compound

Product 1

HCID 226362859-(4-piperazino-butyl)-9H-fluorene-9-carboxylic acid-(2,2,2-trifluoro-ethyl)-amide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2.3 g (4.32 mmol) of tert. butyl 4-{4-[9-(2,2,2-trifluoro-ethylcarbamoyl)-9H-fluoren-9-yl]-butyl}-piperazine-1-carboxylate and 6 ml of trifluoroacetic acid in 50 ml of dichloromethane is stirred for 14 hours at ambient temperature. Dilute sodium hydroxide solution is added cautiously, so that the solution has a pH of 9. The precipitate formed is filtered off, washed with water and dried.

Workup

  1. customThe precipitate formed
  2. filtrationis filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-11aaf7e4fbf94b0b8f5f66f1ffdf20fc
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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