Ethanol → 8-Chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-amine

HRID 570608ノート

反応式

HRID 570608 の反応式
Cl.NO.C(O)C.CC[N:9](C(C)C)C(C)C.[Cl:16][C:17]1[C:18]([NH:23][C:24]([NH:26]CCOC(=O)C)=O)=[N:19][CH:20]=[CH:21][N:22]=1>CO>[Cl:16][C:17]1[C:18]2[N:19]([N:9]=[C:24]([NH2:26])[N:23]=2)[CH:20]=[CH:21][N:22]=1

参加物

6

反応物 4

HCID 702EthanolHCID 81531DiisopropylethylamineHCID 443297Hydroxyamine hydrochlorideHCID 866943461-(3-Chloro-pyrazin-2-yl)-3-acetoxyethyl-urea

生成物 1

HCID 772310108-Chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-amine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.6 g (23.2 mmol) hydroxylamine hydrochloride are suspended in 20 ml of a 1:1 mixture of ethanol and methanol. Then 2.4 ml (13.9 mmol) DIPEA are added and the mixture is stirred at ambient temperature for 1 h. At that time, the reaction suspension is added to 2 g (4.6 mmol, 62% content) 1-(3-chloro-pyrazin-2-yl)-3-acetoxyethyl-urea and refluxed for 2 h. The reaction is cooled to room temperature filtered and washed with water. The product is isolated after drying in a vacuum oven (60° C.) (790 mg, 4.65 mmol, 100%); LCMS (method C): mass found (M+H+, 170), HPLC (method D) Rt (min): 2.14 area % 100 (220 nm); 1H NMR (400 MHz, DMSO-d6) δ [ppm] 8.83 (d, J=4.3, 1H), 7.92 (d, J=4.3, 1H), 6.77 (s, 2H).

後処理

  1. temperaturerefluxed for 2 h
  2. temperatureThe reaction is cooled to room temperature
  3. filtrationfiltered
  4. washwashed with water
  5. customThe product is isolated
  6. customafter drying in a vacuum oven (60° C.) (790 mg, 4.65 mmol, 100%)

出典と根拠

ORDレコード
ord-748871b7e4054d3983be5622b515726f
出典データセット
uspto-grants-2015_05
特許番号
US09023851B2

反応ノート

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