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

HRID 1036216ノート

反応式

HRID 1036216 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
120 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e36407afd2424fb6a70272e64595b1ea
出典データセット
uspto-grants-2013_10
特許番号
US08546396B2

反応ノート

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