Triethylamine → 2-(6-{2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-6-oxo-hexyl)-isoindole-1,3-dione

HRID 20906

反応式

HRID 20906 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[O:10][CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:12]2[NH:16][CH2:15][CH:14]([OH:17])[CH2:13]2)=[CH:5][CH:4]=1.C(N(CC)CC)C.FC1C([O:46][C:47](=O)[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][N:53]2[C:61](=[O:62])[C:60]3[C:55](=[CH:56][CH:57]=[CH:58][CH:59]=3)[C:54]2=[O:63])=C(F)C(F)=C(F)C=1F.CO.C(Cl)(Cl)Cl>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([C:24]2[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=2)[O:10][CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:12]2[CH2:13][CH:14]([OH:17])[CH2:15][N:16]2[C:47](=[O:46])[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][N:53]2[C:54](=[O:63])[C:55]3[C:60](=[CH:59][CH:58]=[CH:57][CH:56]=3)[C:61]2=[O:62])=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 21584188Chloroform methanolHCID 593472896-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-hexanoic Acid Pentafluorophenyl EsterHCID 1317282175-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-ol

生成物 1

HCID 1317282162-(6-{2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-pyrrolidin-1-yl}-6-oxo-hexyl)-isoindole-1,3-dione

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

Amine 38 (9.32 g, 22.2 mmol) and triethyl amine (4.55 g, 6.27 mL, 45 mmol) weres dissolved in anhydrous dichloromethane (20 mL) and cooled to 0° C. under argon. To that solution was added compound 43a (9.5 g, 22.2 mmol) at 0° C. The reaction mixture was brought to ambient temperature and stirred further. After 30 mins, disappearance of starting materials were ascertained by TLC. (10% MeOH/CHCl3). The reaction mixture was diluted with dichloromethane (100 mL) and washed with 5% NaOH solution (3×50 mL) followed by water and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to dryness. Upon purification over silica gel compound 44a was obtained as foamy white solid in good yield. (13.2 g, 89%).

後処理

  1. customwas brought to ambient temperature
  2. washwashed with 5% NaOH solution (3×50 mL)
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customUpon purification over silica gel compound 44a
  7. customwas obtained as foamy white solid in good yield

出典と根拠

ORDレコード
ord-6bca0d340ca246198db5246eb817d3c4
出典データセット
uspto-grants-2010_06
特許番号
US07745608B2

関連ノート

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