Morpholine → HCID 57558055、化合物

HRID 1162925ノート

反応式

HRID 1162925 の反応式
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[O:14]=[C:15]1[CH:19]([CH2:20]OS(C)(=O)=O)[CH2:18][CH2:17][N:16]1[C:26]1[CH:35]=[C:34]2[C:29]([CH:30]=[C:31]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[C:43]([F:46])([F:45])[F:44])[NH:32][C:33]2=[O:36])=[CH:28][CH:27]=1.[Cl-].[NH4+]>C1COCC1>[N:1]1([CH2:20][CH:19]2[CH2:18][CH2:17][N:16]([C:26]3[CH:35]=[C:34]4[C:29]([CH:30]=[C:31]([C:37]5[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=5[C:43]([F:46])([F:45])[F:44])[NH:32][C:33]4=[O:36])=[CH:28][CH:27]=3)[C:15]2=[O:14])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 86626744Methanesulfonic acid 2-oxo-1-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]-pyrrolidin-3-ylmethyl ester

生成物 1

HCID 57558055HCID 57558055、化合物収率 22%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Morpholine (0.024 ml, 0.29 mmol) and triethylamine (0.040 ml, 0.29 mmol) were added to a THF solution (1 ml) that contained the obtained methanesulfonic acid 2-oxo-1-[1-oxo-3-(2-trifluoromethylphenyl)-1,2-dihydroisoquinolin-7-yl]-pyrrolidin-3-ylmethyl ester (14 mg, 0.029 mmol). The obtained mixture was heated to reflux for 16 hours. Thereafter, a saturated ammonium chloride aqueous solution was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was then distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (methylene chloride:methanol=100:1->30:1), so as to obtain 7-(3-morpholin-4-ylmethyl-2-oxo-pyrrolidin-1-yl)-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (3 mg, 22%) in the form of a colorless oil substance.

後処理

  1. temperatureThe obtained mixture was heated
  2. temperatureto reflux for 16 hours
  3. extractionthe obtained mixture was then extracted with ethyl acetate
  4. dry with materialThe extract was dried over anhydrous sodium sulfate
  5. distillationthe solvent was then distilled away under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (methylene chloride:methanol=100:1->30:1)

出典と根拠

ORDレコード
ord-246c720381834b9697144df8219efa39
出典データセット
uspto-grants-2010_10
特許番号
US07820693B2

反応ノート

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