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

HRID 1262351ノート

反応式

HRID 1262351 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 23925Iron触媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0b1e34e603ba4b4c9eef3e320322bfb6
出典データセット
uspto-grants-2013_06
特許番号
US08471005B2

反応ノート

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