Pyridine → HCID 19966002、化合物

HRID 977832ノート

反応式

HRID 977832 の反応式
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]

参加物

7

反応物 4

HCID 1049PyridineHCID 7237O-XyleneHCID 7922Succinic anhydrideHCID 19966195HCID 19966195、化合物

生成物 1

HCID 19966002HCID 19966002、化合物収率 84%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 3283Diethyl Ether溶媒

反応条件

温度
125 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-88b91c41fff7456a9e04d4ad6d4ce8ea
出典データセット
uspto-grants-1997_03
特許番号
US05614550

反応ノート

読み込み中…