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5-(4-Fluoro-phenyl)-2,3a,10-trimethyl-1,2,3,3a,4,7-hexahydro-2,7a-diaza-cyclohepta[jk]fluorene → 5-(4-Fluoro-phenyl)-2,3a,10-trimethyl-1,2,3,3a,4,5,6,7-octahydro-2,7a-diaza-cyclohepta[jk]fluorene

HRID 576516
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HRID 576516 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:26][C:13]3([CH3:27])[CH2:14][N:15]([CH3:25])[CH2:16][C:17]4[C:18]5[CH:19]=[C:20]([CH3:24])[CH:21]=[CH:22][C:23]=5[N:11]([C:12]=43)[CH2:10][CH:9]=2)=[CH:4][CH:3]=1>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:26][C:13]3([CH3:27])[CH2:14][N:15]([CH3:25])[CH2:16][C:17]4[C:18]5[CH:19]=[C:20]([CH3:24])[CH:21]=[CH:22][C:23]=5[N:11]([C:12]=43)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1
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참가 물질

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반응물 1

HCID 533547535-(4-Fluoro-phenyl)-2,3a,10-trimethyl-1,2,3,3a,4,7-hexahydro-2,7a-diaza-cyclohepta[jk]fluorene

생성물 1

HCID 533781645-(4-Fluoro-phenyl)-2,3a,10-trimethyl-1,2,3,3a,4,5,6,7-octahydro-2,7a-diaza-cyclohepta[jk]fluorene

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

5-(4-Fluoro-phenyl)-2,3a,10-trimethyl-1,2,3,3a,4,7-hexahydro-2,7a-diaza-cyclohepta[jk]fluorene (30 mg, 0.083 mmol) was dissolved in MeOH (4 mL) and the solution was purged with nitrogen. Palladium chloride (15 mg) was added and hydrogen gas was bubbled through the reaction mixture for 2 h. The reaction mixture was filtered through Celite bed and the Celite bed was rinsed with MeOH. The filtrate was concentrated under reduced pressure to obtain 5-(4-fluoro-phenyl)-2,3a,10-trimethyl-1,2,3,3a,4,5,6,7-octahydro-2,7a-diaza-cyclohepta[jk]fluorene. 1H NMR, (HCl, salt, CD3OD) δ (ppm): 7.30 (m, 3H), 7.18 (m, 1H), 7.05-6.95 (m, 3H), 4.70 (m, 2H), 4.30 (m, 2H), 4.10 (m, 1H), 3.58-3.40 (m, 2H), 3.15 (s, 3H), 2.42 (s, 3H), 2.30 (m, 2H), 1.90-1.80 (m, 2JH), 1.70 (s, 3H).

후처리

  1. customthe solution was purged with nitrogen
  2. additionPalladium chloride (15 mg) was added
  3. customhydrogen gas was bubbled through the reaction mixture for 2 h
  4. filtrationThe reaction mixture was filtered through Celite bed
  5. washthe Celite bed was rinsed with MeOH
  6. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b2a0e01a54854d0db3f836d4c2946d6d
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040519B2

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