Pyridine → HCID 19966002, 화합물

HRID 1734874노트

반응식

HRID 1734874 반응식
C1(C)C(C)=CC=CC=1.[C:9]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH:21]([OH:29])[CH2:22][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[CH:15][C:14]=1[NH:30][C:31](=[O:47])[CH2:32][CH:33]1[C:46]2[CH:45]=[CH:44][CH:43]=[CH:42][C:41]=2[O:40][C:39]2[C:34]1=[CH:35][CH:36]=[CH:37][CH:38]=2)([CH3:12])([CH3:11])[CH3:10].[C:48]1(=[O:54])[O:53][C:51](=[O:52])[CH2:50][CH2:49]1.N1C=CC=CC=1>CN(C1C=CN=CC=1)C.C(OCC)C>[C:48]([O:29][CH:21]([CH2:20][CH2:19][C:16]1[CH:17]=[CH:18][C:13]([C:9]([CH3:12])([CH3:10])[CH3:11])=[C:14]([NH:30][C:31](=[O:47])[CH2:32][CH:33]2[C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:39]=3[O:40][C:41]3[C:46]2=[CH:45][CH:44]=[CH:43][CH:42]=3)[CH:15]=1)[CH2:22][CH:23]1[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1)(=[O:54])[CH2:49][CH2:50][C:51]([OH:53])=[O:52]

참가 물질

7

반응물 4

HCID 1049PyridineHCID 7237O-XyleneHCID 7922Succinic anhydrideHCID 19966195HCID 19966195, 화합물

생성물 1

HCID 19966002HCID 19966002, 화합물수율 84%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 3283Diethyl Ether용매

반응 조건

온도
125 °C

실험 절차

5 ml of a xylene solution containing 74 mg (0.14 mmol) of N-[2-t-butyl-5-(4-cyclohexyl-3-hydroxybutyl)phenyl]-2-(9H-xanthen-9-yl)acetamide (prepared as described in Example 12), 15 mg (0.15 mmol) of succinic anhydride, 18 mg (0.15 mmol) of 4-(N,N-dimethylamino)pyridine and 112 mg (1.41 mmol) of pyridine were stirred for 9 hours at 125° C. At the end of this time, the reaction mixture was allowed to return to room temperature. The reaction solution was then diluted with diethyl ether, and washed with dilute aqueous hydrochloric acid and then with water. The solvent was then removed by distillation under reduced pressure. The resulting residue was subjected to column chromatography through 20 g of silica gel. Elution using a gradient elution method, with mixtures of methylene chloride and methanol in ratios ranging from 100:5 to 10:1 by volume as the eluent, afforded 73 mg (yield 84%) of the title compound as a foam-like substance.

후처리

  1. customto return to room temperature
  2. washwashed with dilute aqueous hydrochloric acid
  3. customThe solvent was then removed by distillation under reduced pressure
  4. washElution
  5. washa gradient elution method

출처 및 근거

ORD 기록
ord-d287f167aa6b44a8944d0cddc9c0db99
출처 데이터셋
uspto-grants-1996_07
특허 번호
US05534529

반응 노트

불러오는 중…