Water → HCID 59457670、化合物

HRID 2193746ノート

反応式

HRID 2193746 の反応式
[F:1][C:2]1[CH:26]=[C:25]([N+:27]([O-])=O)[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[CH2:19][CH2:18][N:17]([C:20](=[O:22])[CH3:21])[CH2:16][CH:15]=3)[S:13][C:6]=12.[NH4+].[Cl-].O>CCO.[Fe]>[NH2:27][C:25]1[CH:24]=[CH:23][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]3[CH:11]=[C:12]([C:14]4[CH2:19][CH2:18][N:17]([C:20](=[O:22])[CH3:21])[CH2:16][CH:15]=4)[S:13][C:6]=23)=[C:2]([F:1])[CH:26]=1

参加物

6

反応物 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 59457690HCID 59457690、化合物

生成物 1

HCID 59457670HCID 59457670、化合物収率 77%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 702Ethanol溶媒

実験手順

To a mixture of 1-(4-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone (269) (358.2 mg, 0.87 mmol) and NH4Cl (39.4 mg, 0.74 mmol) in EtOH (8.7 mL)/water (4.3 mL) at 100° C. was added Fe (411.3 mg, 7.36 mmol) in one portion and the mixture heated to reflux with vigorous stirring for 40 min. The mixture was filtered through Celite®, the Celite® washed with EtOH and the combined organic solutions concentrated under reduced pressure. The residue was dissolved in DCM, extracted with water, dried aver anhydrous Na2SO4 and concentrated under reduced pressure affording 270 (256.5 mg, 0.67 mmol, 77% yield) as a white solid. MS (m/z): (M+1) 384.2 (100%).

後処理

  1. temperaturethe mixture heated
  2. temperatureto reflux
  3. filtrationThe mixture was filtered through Celite®
  4. washthe Celite® washed with EtOH
  5. concentrationthe combined organic solutions concentrated under reduced pressure
  6. dissolutionThe residue was dissolved in DCM
  7. extractionextracted with water
  8. dry with materialdried aver anhydrous Na2SO4
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c3044763cec94012b77aaf1f1c33cfa3
出典データセット
uspto-grants-2012_12
特許番号
US08329726B2

反応ノート

読み込み中…