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

HRID 592174ノート

反応式

HRID 592174 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-15f5106974294eb6823d1d79fdef3b48
出典データセット
uspto-grants-2016_01
特許番号
US09238646B2

反応ノート

読み込み中…