Water → HCID 59457670, 화합물

HRID 418686노트

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HRID 418686 반응식
[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

참가 물질

6

반응물 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 59457690HCID 59457690, 화합물

생성물 1

HCID 59457670HCID 59457670, 화합물수율 77%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-f35b9d258f1448b18315a592b16e761f
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093264B2

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