Benzenemethanamine, N-ethyl-4-methoxy- → 7-bromo-2-chloro-N-ethyl-N-(4-methoxybenzyl)imidazo[2,1-f][1,2,4]triazin-4-amine

HRID 921622

반응식

HRID 921622 반응식
[Br:1][C:2]1[N:10]2[C:5]([C:6](Cl)=[N:7][C:8]([Cl:11])=[N:9]2)=[N:4][CH:3]=1.[CH3:13][O:14][C:15]1[CH:24]=[CH:23][C:18]([CH2:19][NH:20][CH2:21][CH3:22])=[CH:17][CH:16]=1>C1COCC1>[Br:1][C:2]1[N:10]2[C:5]([C:6]([N:20]([CH2:21][CH3:22])[CH2:19][C:18]3[CH:23]=[CH:24][C:15]([O:14][CH3:13])=[CH:16][CH:17]=3)=[N:7][C:8]([Cl:11])=[N:9]2)=[N:4][CH:3]=1

참가 물질

4

반응물 2

HCID 296018Benzenemethanamine, N-ethyl-4-methoxy-HCID 867084727-Bromo-2,4-dichloroimidazo[2,1-f][1,2,4]triazine

생성물 1

HCID 867084717-bromo-2-chloro-N-ethyl-N-(4-methoxybenzyl)imidazo[2,1-f][1,2,4]triazin-4-amine수율 106.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

(I10A): A solution of 7-bromo-2,4-dichloroimidazo[2,1-f][1,2,4]triazine (Intermediate I9F)(10 g, 37.3 mmol) in anhydrous THF (300 ml) was treated with N-(4-methoxybenzyl)ethanamine (8.01 ml, 46.7 mmol), resulting in the immediate precipitation of a solid. The reaction was stirred for 1 hour; the mixture was concentrated in vacuo. To the residue was added EtOAc (100 ml) and the mixture stirred 10 min. The salts were filtered off and the filtrate was washed with 0.5M citric acid, sat. NaHCO3, water and brine. The solution was dried over Na2SO4 and solvents removed to afford 7-bromo-2-chloro-N-ethyl-N-(4-methoxybenzyl)imidazo[2,1-f][1,2,4]triazin-4-amine (15.8 g).

후처리

  1. customresulting in the immediate precipitation of a solid
  2. concentrationthe mixture was concentrated in vacuo
  3. additionTo the residue was added EtOAc (100 ml)
  4. stirringthe mixture stirred 10 min
  5. filtrationThe salts were filtered off
  6. washthe filtrate was washed with 0.5M citric acid, sat. NaHCO3, water and brine
  7. dry with materialThe solution was dried over Na2SO4 and solvents
  8. customremoved

출처 및 근거

ORD 기록
ord-3df3d869d70f4542ac0f364f2af56bc7
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273057B2

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