Piperazine → 1-(3-(Methylsulfonyl)phenyl)piperazine

HRID 2220100ノート

反応式

HRID 2220100 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:3]=1.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH3:11][S:8]([C:4]1[CH:3]=[C:2]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH:7]=[CH:6][CH:5]=1)(=[O:10])=[O:9]

参加物

6

反応物 3

HCID 4837PiperazineHCID 2757146Benzene, 1-bromo-3-(methylsulfonyl)-HCID 23676156Sodium t-butoxide

生成物 1

HCID 129889541-(3-(Methylsulfonyl)phenyl)piperazine

試薬・触媒・溶媒 2

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 1140Toluene溶媒

実験手順

A mixture of 1-bromo-3-methanesulfonyl-benzene (0.8 g), piperazine (1 g), sodium tert-butoxide (0.5 g) BINAP (42 mg) and [Pd2(dba)3 (38 mg) in toluene (7 ml) was heated under argon at 80° C. for 24 h. After cooling to roomtemperature, the solvent was evaporated to dryness. The crude material was purified by flash chromatography on silica gel using EtOAc. Yield 0.48 g: MS m/z (rel. intensity, 70 eV) 240 (M+, 17), 199 (12), 198 (bp), 119 (9), 56 (7).

後処理

  1. temperatureAfter cooling to roomtemperature
  2. customthe solvent was evaporated to dryness
  3. customThe crude material was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-f31c261c8b7c4637a7bbc4ec5e64b60b
出典データセット
uspto-grants-2008_08
特許番号
US07417043B2

反応ノート

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