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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
ノート
印刷プレビュー

反応式

HRID 576516 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

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

生成物 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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b2a0e01a54854d0db3f836d4c2946d6d
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09040519B2

反応ノート

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