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

HRID 20906

반응식

HRID 20906 반응식
[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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-6bca0d340ca246198db5246eb817d3c4
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745608B2

연결된 노트

불러오는 중…