反応式
[NH2:1][C:2]1[C:3]([CH:9]=O)=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.[CH3:11][S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21](=O)[CH2:22][C:23]([O:25][CH3:26])=[O:24])(=[O:14])=[O:13].O.O.O.O.O.O.O.[Cl-].[Ce+3].[Cl-].[Cl-]>CO>[F:8][C:6]1[CH:7]=[C:2]2[C:3]([CH:9]=[C:22]([C:23]([O:25][CH3:26])=[O:24])[C:21]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[S:12]([CH3:11])(=[O:14])=[O:13])=[N:1]2)=[N:4][CH:5]=1参加物
5
反応条件
- 温度
- 100 °C
実験手順
A mixture of 3-amino-5-fluoropicolinaldehyde (930 mg, 6.63 mmol), methyl 3-(2-(methylsulfonyl)phenyl)-3-oxopropanoate (1.7 g, 6.63 mmol) and cerium chloride heptahydrate (435 mg, 1.32 mmol) was heated to 100° C. for 3 h. The residue was dissolved in MeOH and purified by column chromatography on neutral alumina using 0-30% EtOAc in hexane to give methyl 7-fluoro-2-(2-(methylsulfonyl)phenyl)-1,5-naphthyridine-3-carboxylate: LC-MS (ESI) m/z 361.0 [M+H]+.
後処理
- custompurified by column chromatography on neutral alumina using 0-30% EtOAc in hexane
出典と根拠
- ORDレコード
- ord-dcebcd8a05e140ac8c25b09b70a04a8f
- 出典データセット
- uspto-grants-2014_01
- 特許番号
- US08633313B2
関連ノート
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