反応式
[CH3:1][O-:2].[Na+].Cl[CH2:5][C:6]1[O:10][C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:22]([CH3:23])=[C:21]([F:24])[CH:20]=[C:19]([C:25]([NH:27][CH:28]4[CH2:30][CH2:29]4)=[O:26])[CH:18]=3)=[CH:13][CH:12]=2)=[N:8][N:7]=1>CO>[CH:28]1([NH:27][C:25]([C:19]2[CH:18]=[C:17]([C:14]3[CH:15]=[CH:16][C:11]([C:9]4[O:10][C:6]([CH2:5][O:2][CH3:1])=[N:7][N:8]=4)=[CH:12][CH:13]=3)[C:22]([CH3:23])=[C:21]([F:24])[CH:20]=2)=[O:26])[CH2:30][CH2:29]1参加物
反応物 2
生成物 1
試薬・触媒・溶媒 1
実験手順
Freshly prepared sodium methoxide in methanol (0.2M, 0.8 ml) was added to a solution of (4′-[5-chloromethyl)-1,3,4-oxadiazol-2-yl]-N-cyclopropyl-5-fluoro-6-methyl-1,1′-biphenyl-3-carboxamide (Intermediate 34) (50 mg) in methanol (1 ml) and the reaction stirred at room temperature for 18 hours. Further sodium methoxide in methanol (0.2M, 1.6 ml) was added and the reaction continued for 72 hours. The reaction was reduced to dryness under vacuum and the residue partitioned between ethyl acetate and water. The organic phase was reduced to dryness and loaded onto a bond-elut (silica, 10 g). Eluted with an ethyl acetate/cyclohexane gradient. The solvent was evaporated from the product fractions under vacuum to give N-cyclopropyl-5-fluoro4′-[5-(methoxymethyl)-1,3,4-oxadiazol-2-yl]-6-methyl-1,1′-biphenyl-3-carboxamide.
後処理
- waitthe reaction continued for 72 hours
- customthe residue partitioned between ethyl acetate and water
- washEluted with an ethyl acetate/cyclohexane gradient
- customThe solvent was evaporated from the product fractions under vacuum
出典と根拠
- ORDレコード
- ord-5a6be07d112d4df9a703a6ea1848b3aa
- 出典データセット
- uspto-grants-2008_09
- 特許番号
- US07425555B2
関連ノート
読み込み中…