反応式
[CH3:1][O:2][C:3](=[O:7])[CH2:4][CH2:5][SH:6].CC([O-])(C)C.[K+].Cl[C:15]1[C:24]([C:25]([NH:27][CH2:28][C:29]2[S:30][CH:31]=[CH:32][CH:33]=2)=[O:26])=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=1.CCCCCC>CN(C=O)C>[CH3:1][O:2][C:3](=[O:7])[CH2:4][CH2:5][S:6][C:15]1[C:24]([C:25](=[O:26])[NH:27][CH2:28][C:29]2[S:30][CH:31]=[CH:32][CH:33]=2)=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=1参加物
反応物 4
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 50 °C
実験手順
A solution of 361 mg (3.0 mmol) 3-mercaptopropionic acid methyl ester in DMF (18 ml) was cooled to 0° C. and mixed with 336.6 mg (3.0 mmol) potassium tert-butylate and stirred for 10 min. Then 908 mg (3.0 mmol) 2-chloro-N-(thiophen-2-ylmethyl)quinoline-3-carboxamide (precursor VVV01) were added and the reaction solution was then heated slowly to 50° C. and stirred for 16 h at this temperature. It was then diluted with EE and washed with a saturated aqueous NH4Cl solution. The aqueous phase was extracted with EE. The combined organic phases were washed with water and brine, dried over Na2SO4, filtered and concentrated to small volume under vacuum. Column chromatography (hexane/EE 4:1) with the residue yielded 614 mg (1.6 mmol, 53%) 3-[[3-[oxo-(2-thienylmethylamino)methyl]-2-quinolyl]thio]propanoic acid methyl ester. MS: m/z 387.1 [M+H]+.
後処理
- stirringstirred for 16 h at this temperature
- additionIt was then diluted with EE
- washwashed with a saturated aqueous NH4Cl solution
- extractionThe aqueous phase was extracted with EE
- washThe combined organic phases were washed with water and brine
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated to small volume under vacuum
出典と根拠
- ORDレコード
- ord-5e958d3f83624a51bace6aa76ab56a90
- 出典データセット
- uspto-grants-2013_03
- 特許番号
- US08399673B2
関連ノート
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