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Ethylenediamine → N-[1-(1-methyl-1H-pyrazol-4-yl)ethyl]ethane-1,2-diamine

HRID 420850
ノート
印刷プレビュー

反応式

HRID 420850 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([C:7](=O)[CH3:8])[CH:4]=[N:3]1.[CH2:10]([NH2:13])[CH2:11][NH2:12].C([BH3-])#N.[Na+].C(=O)([O-])O.[Na+]>CO.O1CCCC1.C(O)(=O)C>[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]([NH:12][CH2:11][CH2:10][NH2:13])[CH3:8])[CH:4]=[N:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 3301EthylenediamineHCID 516892Sodium BicarbonateHCID 35969391-(1-methyl-1H-pyrazol-4-yl)ethan-1-oneHCID 5003444Sodium cyanoborohydride

生成物 1

HCID 14009898N-[1-(1-methyl-1H-pyrazol-4-yl)ethyl]ethane-1,2-diamine収率 48.1%

試薬・触媒・溶媒 3

HCID 176
Acetic Acid
溶媒
HCID 887Methanol溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

1-(1-Methyl-1H-pyrazol-4-yl)-ethanone (250 mg) and ethylenediamine (362 mg) were dissolved in methanol (10 ml), the solution was added with acetic acid (1.21 g) and sodium cyanoborohydride (189 mg), and the mixture was stirred at room temperature for 48 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate and tetrahydrofuran, the layers were separated, and then the organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform:methanol:28% aqueous ammonia=10:1:0.1) to obtain the title compound (163 mg).

後処理

  1. customthe layers were separated
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography (chloroform:methanol:28% aqueous ammonia=10:1:0.1)

出典と根拠

ORDレコード
ord-c448b2dc18304b66a020f37dce9cbb5a
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08097708B2

反応ノート

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