Ethanol → 5-Methyl-2-(2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenylamine

HRID 1262351노트

반응식

HRID 1262351 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]3[C:11]([CH:12]=[N:13][C:14]([S:17][CH3:18])=[N:15]3)=[CH:10][CH:9]=2)=[C:4]([N+:19]([O-])=O)[CH:3]=1.[Cl-].[NH4+].C(O)C.O>[Fe]>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]3[C:11]([CH:12]=[N:13][C:14]([S:17][CH3:18])=[N:15]3)=[CH:10][CH:9]=2)=[C:4]([NH2:19])[CH:3]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 667120777-(4-Methyl-2-nitro-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine

생성물 1

HCID 667127275-Methyl-2-(2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenylamine수율 88%

시약·촉매·용매 1

HCID 23925Iron촉매

반응 조건

온도
100 °C

실험 절차

A mixture of 7-(4-Methyl-2-nitro-phenyl)-2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazine (620 mg, 2.1 mmol), iron (346 mg, 6.19 mmol), ammonium chloride (55.2 mg, 1.03 mmol) in ethanol (12.0 mL, 206 mmol) and water (8 mL, 400 mmol) was heated at 100° C. The mixture was cooled, solvent was evaporated and was diluted with water and EtOAc. It was filtered through a pad of celite, extracted from EtOAc, combined organic was washed with brine. After drying, solvent was evaporated to give 5-Methyl-2-(2-methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenylamine as a solid (491 mg, 88%). LCMS (E/I+) 271. The product was taken to the next step without further purification.

후처리

  1. temperatureThe mixture was cooled
  2. customsolvent was evaporated
  3. additionwas diluted with water and EtOAc
  4. filtrationIt was filtered through a pad of celite
  5. extractionextracted from EtOAc
  6. washcombined organic was washed with brine
  7. customAfter drying
  8. customsolvent was evaporated

출처 및 근거

ORD 기록
ord-0b1e34e603ba4b4c9eef3e320322bfb6
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08471005B2

반응 노트

불러오는 중…