Sodium hydride → 2-(5-Chloro-3-nitro-pyridin-2-yloxy)-1-[4-(4-fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-ethanone

HRID 11673ノート

反応式

HRID 11673 の反応式
[F:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([C:13](=[O:16])[CH2:14][OH:15])[C@H:9]([CH3:17])[CH2:8]2)=[CH:4][CH:3]=1.[H-].[Na+].Cl[C:23]1[C:28]([N+:29]([O-:31])=[O:30])=[CH:27][C:26]([Cl:32])=[CH:25][N:24]=1>C1(C)C=CC=CC=1>[Cl:32][C:26]1[CH:27]=[C:28]([N+:29]([O-:31])=[O:30])[C:23]([O:15][CH2:14][C:13]([N:10]2[CH2:11][CH2:12][N:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:19][CH:18]=3)[CH2:8][C@H:9]2[CH3:17])=[O:16])=[N:24][CH:25]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 80633312,5-Dichloro-3-nitropyridineHCID 696552871-[4-(4-Fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-2-hydroxy-ethanone

生成物 1

HCID 696557252-(5-Chloro-3-nitro-pyridin-2-yloxy)-1-[4-(4-fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-ethanone収率 78.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 1-[4-(4-fluoro-benzyl)-(2R)-2-methyl-piperazin-1-yl]-2-hydroxy-ethanone (0.77 g, 2.9 mmol) in dry toluene (30 mL) at 0° C. was added sodium hydride (0.13 g, 3.2 mmol, 60% dispersion in mineral oil). The reaction was stirred for 30 minutes at 0° C. followed by addition of 2,5-dichloro-3-nitro-pyridine (0.60 g, 3.18 mmol) as a solution in toluene (5 mL). The reaction was stirred at ambient temperature overnight. The, reaction was concentrated and chromatographed on silica gel to give the title compound (0.96 g).

後処理

  1. stirringThe reaction was stirred at ambient temperature overnight
  2. customThe, reaction
  3. concentrationwas concentrated
  4. customchromatographed on silica gel

出典と根拠

ORDレコード
ord-edda315ee14642109c66752a9920736e
出典データセット
uspto-grants-2006_08
特許番号
US07098212B2

反応ノート

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