N-(2-aminoethyl)acetamide → N-{2-[(2-Chloro-5-nitropyrimidin-4-yl)amino]ethyl}acetamide

HRID 1443803ノート

反応式

HRID 1443803 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.C(N(CC)C(C)C)(C)C.[C:21]([NH:24][CH2:25][CH2:26][NH2:27])(=[O:23])[CH3:22]>O1CCCC1>[Cl:1][C:2]1[N:7]=[C:6]([NH:27][CH2:26][CH2:25][NH:24][C:21](=[O:23])[CH3:22])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

参加物

5

反応物 3

HCID 66082N-(2-aminoethyl)acetamideHCID 81531DiisopropylethylamineHCID 5212662,4-Dichloro-5-nitropyrimidine

生成物 1

HCID 21081032N-{2-[(2-Chloro-5-nitropyrimidin-4-yl)amino]ethyl}acetamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

To a solution of 5.8 g (30 mmol) 2,4-dichloro-5-nitropyrimidine in 120 mL of tetrahydrofuran (THF) at −78° C. under Argon atmosphere was added 5.2 mL (30 mmol) of N,N-diisopropylethylamine followed by 3.1 mL (30 mmol) of N-acetylethylenediamine. The mixture was stirred at −78° C. for 30 min, allowed to warm to room temperature, and stirred for an additional 3 hours. The solvent was removed in vacuo and the residue purified by flash chromatography eluting with EtOAc to provide the compound of formula (2), N-(2-(2-chloro-5-nitropyrimidin-4-ylamino)ethyl)acetamide as pale yellow solid.

後処理

  1. temperatureto warm to room temperature
  2. stirringstirred for an additional 3 hours
  3. customThe solvent was removed in vacuo
  4. customthe residue purified by flash chromatography
  5. washeluting with EtOAc

出典と根拠

ORDレコード
ord-57703b16a929487f860dc7c2afda1fe5
出典データセット
uspto-grants-2010_02
特許番号
US07662819B2

反応ノート

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