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Ethanol → 4-(2,4-difluorophenoxy)-3-(7-methoxy-1-methyl-5-(morpholinomethyl)-1H-pyrrolo[2,3-c]pyridin-3-yl)aniline

HRID 633599
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HRID 633599 반응식
[F:1][C:2]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[C:14]1[C:22]2[C:17](=[C:18]([O:30][CH3:31])[N:19]=[C:20]([CH2:23][N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)[CH:21]=2)[N:16]([CH3:32])[CH:15]=1.[Cl-].[NH4+].C(O)C.O>O1CCCC1.C(OCC)(=O)C.[Fe]>[F:1][C:2]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[C:14]1[C:22]2[C:17](=[C:18]([O:30][CH3:31])[N:19]=[C:20]([CH2:23][N:24]3[CH2:25][CH2:26][O:27][CH2:28][CH2:29]3)[CH:21]=2)[N:16]([CH3:32])[CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 904168824-((3-(2-(2,4-difluorophenoxy)-5-nitrophenyl)-7-methoxy-1-methyl-1H-pyrrolo[2,3-c]pyridin-5-yl)methyl)morpholine

생성물 1

HCID 904168454-(2,4-difluorophenoxy)-3-(7-methoxy-1-methyl-5-(morpholinomethyl)-1H-pyrrolo[2,3-c]pyridin-3-yl)aniline수율 99%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of Example 182C (58 mg, 0.114 mmol), ammonium chloride (6.08 mg, 0.114 mmol), iron (50.8 mg, 0.909 mmol), in 4 mL tetrahydrofuran and 4 mL ethanol and 2 mL water was heated at reflux for 3 hours. The mixture was diluted with ethyl acetate, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrated was concentrated to give the title compound (54 mg, 0.112 mmol, 99% yield).

후처리

  1. temperatureat reflux for 3 hours
  2. washwashed with water and saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrated was concentrated

출처 및 근거

ORD 기록
ord-cfd4d6a9c0b340ffb5704a6765efdab5
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09321764B2

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