Diisopropylethylamine → 4-(6-Nitropyridin-3-yl)piperazin-2-one

HRID 1036216노트

반응식

HRID 1036216 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][C:12]1=[O:17].CCN(C(C)C)C(C)C>CS(C)=O>[N+:8]([C:5]1[N:6]=[CH:7][C:2]([N:14]2[CH2:15][CH2:16][NH:11][C:12](=[O:17])[CH2:13]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 231360Piperazin-2-oneHCID 8176205-Bromo-2-nitropyridine

생성물 1

HCID 584479234-(6-Nitropyridin-3-yl)piperazin-2-one

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
120 °C

실험 절차

To a sealed tube were added 5-bromo-2-nitropyridine 141-1 (1.01 g, 5 mmol), piperazin-2-one 141-2 (0.6 g, 6 mmol), DIEA (1.8 mL, 18 mmol) and DMSO (6 mL). The reaction was heated to 120° C. and stirred for 16 hours. The reaction was cooled down to room temperature. DIEA was removed by rotary evaporation. The residue was triturated in 15 mL ethyl acetate. The solid was collected by filtration and washed with small amount of ethyl acetate to give 4-(6-nitropyridin-3-yl)piperazin-2-one 141-3 as light yellow solid. MS m/z 223.2 (M+1).

후처리

  1. temperatureThe reaction was cooled down to room temperature
  2. customDIEA was removed by rotary evaporation
  3. customThe residue was triturated in 15 mL ethyl acetate
  4. filtrationThe solid was collected by filtration
  5. washwashed with small amount of ethyl acetate

출처 및 근거

ORD 기록
ord-e36407afd2424fb6a70272e64595b1ea
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546396B2

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