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

HRID 11673노트

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HRID 11673 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매2회

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온도
0 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-edda315ee14642109c66752a9920736e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098212B2

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