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1,8-Diazabicyclo(5.4.0)undec-7-ene → 4-(3-chloro-4-fluoro-phenyl)-7,8-dimethoxy-5-methyl4H-1,3,4-triaza-phenalene

HRID 1351213
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HRID 1351213 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH:20]([CH2:21]I)[CH2:19][C:18]3[C:23]4[C:10]2=[N:11][CH:12]=[N:13][C:14]=4[CH:15]=[C:16]([O:26][CH3:27])[C:17]=3[O:24][CH3:25])[CH:5]=[CH:6][C:7]=1[F:8].C1CCN2C(=NCCC2)CC1>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:20]([CH3:21])=[CH:19][C:18]3[C:23]4[C:10]2=[N:11][CH:12]=[N:13][C:14]=4[CH:15]=[C:16]([O:26][CH3:27])[C:17]=3[O:24][CH3:25])[CH:5]=[CH:6][C:7]=1[F:8]
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5

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HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 114434104-(3-chloro-4-fluoro-phenyl)-5-iodomethyl-7,8-dimethoxy-5,6-dihydro-4H-1,3,4-triaza-phenalene

생성물 1

HCID 210983894-(3-chloro-4-fluoro-phenyl)-7,8-dimethoxy-5-methyl4H-1,3,4-triaza-phenalene

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6212Chloroform용매

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온도
120 °C

실험 절차

To a solution of 4-(3-chloro-4-fluoro-phenyl)-5-iodomethyl-7,8-dimethoxy-5,6-dihydro-4H-1,3,4-triaza-phenalene (0.125 g, 0.25 mmol) (from Example 18, Step F, supra) in toluene (25 mL) was added DBU (0.37 mL, 2.5 mmol) (Fluka). The reaction mixture was heated at 120° C. for 1 hours. The mixture was then diluted with chloroform (100 mL) and washed with H2O. The organic layer was separated, dried over Na2SO4, and concentrated. The residue was purified by chromatography using EtOAc/CH2Cl2/Et3N (3:1:0.05) as eluent to give the desired 4-(3-chloro-4-fluoro-phenyl)-7,8-dimethoxy-5-methyl-4H-1,3,4-triaza-phenalene as a white solid. (Yield 0.093 g, 100%).

후처리

  1. washwashed with H2O
  2. customThe organic layer was separated
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography

출처 및 근거

ORD 기록
ord-d5ef27165d1e431daef99258aaeb82c6
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07217717B2

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