Boron tribromide → HCID 22636253, compound

HRID 2415888Notes

Reaction equation

HRID 2415888 reaction equation
[F:1][C:2]([F:43])([F:42])[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:30]3[CH:39]=[CH:38][C:37]4[C:32](=[C:33]([O:40]C)[CH:34]=[CH:35][CH:36]=4)[N:31]=3)[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].B(Br)(Br)Br>ClCCl>[F:43][C:2]([F:1])([F:42])[CH2:3][NH:4][C:5]([C:7]1([CH2:20][CH2:21][CH2:22][CH2:23][N:24]2[CH2:25][CH2:26][N:27]([C:30]3[CH:39]=[CH:38][C:37]4[C:32](=[C:33]([OH:40])[CH:34]=[CH:35][CH:36]=4)[N:31]=3)[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

4

Reactant 2

HCID 25134Boron tribromideHCID 22636363HCID 22636363, compound

Product 1

HCID 22636253HCID 22636253, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.2 g (0.34 mmol) of 9-{4-[4-(8-methoxy-quinolin-2-yl)-piperazin-1-yl]-butyl}-9H-fluorene-9-carboxylic acid-(2,2,2-trifluoro-ethyl)-amide and 0.16 ml (1.7 mmol) of boron tribromide in 20 ml of dichloromethane is stirred for 48 hours at ambient temperature. The reaction solution is extracted with water and dichloromethane, dried over sodium sulphate and the solvent is distilled off. The product is purified by column chromatography on silica gel (eluant: ethyl acetate/methanol=50:1).

Workup

  1. extractionThe reaction solution is extracted with water and dichloromethane
  2. dry with materialdried over sodium sulphate
  3. distillationthe solvent is distilled off
  4. customThe product is purified by column chromatography on silica gel (eluant: ethyl acetate/methanol=50:1)

Sources & evidence

ORD record
ord-75bf51e61c424249854d382dcd3b7860
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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