Methanol → N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

HRID 2095872ノート

反応式

HRID 2095872 の反応式
[F:1][C:2]1[CH:23]=[C:22]([N+:24]([O-])=O)[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[C:12]([NH:14][C:15]([CH:17]3[CH2:19][CH2:18]3)=[O:16])[N:13]=2)[CH:10]=1.CO>O1CCCC1>[NH2:24][C:22]1[CH:21]=[CH:20][C:3]([O:4][C:5]2[CH:6]=[CH:7][C:8]3[N:9]([CH:11]=[C:12]([NH:14][C:15]([CH:17]4[CH2:19][CH2:18]4)=[O:16])[N:13]=3)[CH:10]=2)=[C:2]([F:1])[CH:23]=1

参加物

4

反応物 2

HCID 887MethanolHCID 58158487N-[6-(2-fluoro-4-nitrophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

生成物 1

HCID 58158605N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide収率 92%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
40 °C

実験手順

To a suspension of N-[6-(2-fluoro-4-nitrophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (10 g, 28.1 mmol) in tetrahydrofuran (80 mL)/methanol (80 mL) were added iron chloride•hexahydrate (0.5 g), hydrazine•monohydrate (8.2 mL, 168 mmol) and activated carbon (1.0 g), and the mixture was heated under reflux for 16 hr. After cooling to 40° C., the mixture was filtered through celite and washed with methanol. The solvent of the filtrate was evaporated under reduced pressure, and the precipitate was washed with water/methanol (=10/1) and collected by filtration to give the title compound (8.4 g, 92%) as a white solid.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 16 hr
  3. filtrationthe mixture was filtered through celite
  4. washwashed with methanol
  5. customThe solvent of the filtrate was evaporated under reduced pressure
  6. washthe precipitate was washed with water/methanol (=10/1)
  7. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-710fcc58ca4649e3b841dcb26c418951
出典データセット
uspto-grants-2013_05
特許番号
US08445509B2

反応ノート

読み込み中…