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(2-Methoxy-ethyl)-(5-nitro-pyrazin-2-yl)-amine → N-(2-methoxy-ethyl)-pyrazine-2,5-diamine

HRID 719989
ノート
印刷プレビュー

反応式

HRID 719989 の反応式
[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[N:10][C:9]([N+:12]([O-])=O)=[CH:8][N:7]=1>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]1[CH:11]=[N:10][C:9]([NH2:12])=[CH:8][N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 21897383(2-Methoxy-ethyl)-(5-nitro-pyrazin-2-yl)-amine

生成物 1

HCID 21897315N-(2-methoxy-ethyl)-pyrazine-2,5-diamine収率 80.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of (2-methoxy-ethyl)-(5-nitro-pyrazin-2-yl)-amine (290 mg, 1.46 mmol) in ethyl acetate (25 mL) was treated with 10% palladium on activated carbon (40 mg). The reaction mixture was then placed on a Parr shaker under a hydrogen atomsphere of 50 psi for 4 h. The catalyst was then filtered off through a pad of celite, and the celite pad was then washed well with ethyl acetate. The filtrate was then concentrated in vacuo. Biotage chromatography (FLASH 12M, Silica, 98/2 to 95/5 methylene chloride/methanol) afforded N-(2-methoxy-ethyl)-pyrazine-2,5-diamine (198 mg, 80%) as an orange solid: EI-HRMS m/e calcd for C7H12N4O (M+) 168.1011, found 168.1018.

後処理

  1. filtrationThe catalyst was then filtered off through a pad of celite
  2. washthe celite pad was then washed well with ethyl acetate
  3. concentrationThe filtrate was then concentrated in vacuo

出典と根拠

ORDレコード
ord-2dd21bcbd7214dbe9f9889be1885bff9
出典データセット
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07132425B2

反応ノート

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