Iminomethanaminium acetate → 6-Chloropyrrolo[2,1-f][1,2,4]triazin-4-amine

HRID 1094876ノート

反応式

HRID 1094876 の反応式
[NH2:1][N:2]1[CH:6]=[C:5]([Cl:7])[CH:4]=[C:3]1C#N.[C:10]([O-])(=O)C.[CH:14]([NH2:16])=[NH2+:15]>CCO>[Cl:7][C:5]1[CH:4]=[C:3]2[N:2]([CH:6]=1)[N:1]=[CH:10][N:15]=[C:14]2[NH2:16]

参加物

4

反応物 2

HCID 10285782Iminomethanaminium acetateHCID 552958991-amino-4-chloro-1H-pyrrole-2-carbonitrile

生成物 1

HCID 552977316-Chloropyrrolo[2,1-f][1,2,4]triazin-4-amine収率 54.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

To a stirred suspension of 1-amino-4-chloro-1H-pyrrole-2-carbonitrile (3.4 g, 24.02 mmol) in EtOH (160 mL) was added formamidinium acetate (25 g, 240.2 mmol). The mixture was heated to 80° C. over night. TLC analysis indicated that there was complete conversion of starting material. The reaction mixture was cooled to room temperature and then filtered. Ethanol was removed under reduced pressure and the remaining solids were purified by column chromatography (EtOAc) to afford 2.2 g of the above compound (13.1 mmol, yield 54%). 1H-NMR (MeOD-d4) δ 7.77 (s, 1H), 7.56 (d, J=1.6 Hz, 1H), 6.82 (d, J=1.6 Hz, 1H); LCMS RT=1.30 min; MS {M+H]+=168.8

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationfiltered
  3. customEthanol was removed under reduced pressure
  4. customthe remaining solids were purified by column chromatography (EtOAc)

出典と根拠

ORDレコード
ord-2682426640b542699cf87a3085f59a03
出典データセット
uspto-grants-2012_03
特許番号
US08133995B2

反応ノート

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