Potassium Carbonate → HCID 22636213, compound

HRID 2415900Notes

Reaction equation

HRID 2415900 reaction equation
[F:1][C:2]([F:26])([F:25])[CH2:3][NH:4][C:5]([C:7]1([CH2:20][CH2:21][CH2:22][CH2:23]Br)[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].[CH2:27]([O:29][C:30]1[CH:31]=[CH:32][CH:33]=[C:34]2[C:39]=1[CH:38]=[C:37]([N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1)[CH:36]=[CH:35]2)[CH3:28].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[F:1][C:2]([F:26])([F:25])[CH2:3][NH:4][C:5]([C:7]1([CH2:20][CH2:21][CH2:22][CH2:23][N:43]2[CH2:42][CH2:41][N:40]([C:37]3[CH:36]=[CH:35][C:34]4[C:39](=[C:30]([O:29][CH2:27][CH3:28])[CH:31]=[CH:32][CH:33]=4)[CH:38]=3)[CH2:45][CH2:44]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]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 105264379-(4-Bromobutyl)-N-(2,2,2-trifluoroethyl)-9H-fluorene-9-carboxamideHCID 22636200HCID 22636200, compound

Product 1

HCID 22636213HCID 22636213, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A suspension of 0.5 g (1.17 mmol) of 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid-(2,2,2-trifluoro-ethyl)-amide, 0.3 g (1.17 mmol) of 1-(8-ethoxy-naphthalen-2-yl)-piperazine and 1 g (7 mmol) of potassium carbonate in 50 ml of dimethylformamide is stirred for 14 hours at 90° C. The reaction mixture is poured onto water and the precipitate is filtered off. The product is purified by column chromatography on silica gel (eluant: cyclohexane/ethyl acetate=3:2).

Workup

  1. additionThe reaction mixture is poured onto water
  2. filtrationthe precipitate is filtered off
  3. customThe product is purified by column chromatography on silica gel (eluant: cyclohexane/ethyl acetate=3:2)

Sources & evidence

ORD record
ord-40067a86868447b2baf530b09b3f45ed
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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