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

HRID 73682노트

반응식

HRID 73682 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

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

후처리

  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)

출처 및 근거

ORD 기록
ord-2236b01d6d374a0d9cd609b470d330d3
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829185B2

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