反応式
[Cl:1][C:2]1[C:8]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:7][C:5]([NH2:6])=[C:4]([F:13])[CH:3]=1.C[Al](C)C.[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH:19]1[C:24](O)=[O:25].Cl>C(Cl)Cl>[Cl:1][C:2]1[C:8]([O:9][CH:10]([CH3:11])[CH3:12])=[CH:7][C:5]([NH:6][C:24]([CH:19]2[CH2:20][O:21][CH2:22][CH2:23][NH:18]2)=[O:25])=[C:4]([F:13])[CH:3]=1参加物
実験手順
To a stirring solution of 4-chloro-2-fluoro-5-(1-methylethoxy)aniline (15.52 g, 76.26 mmol) in CH2Cl2 (100 mL), under nitrogen at 0° C. (ice-bath) was added dropwise trimethylaluminum (114.4 mL, 228.78 mmol). The mixture was then stirred overnight at room temperature. 3-Morpholinecarboxylic acid (10.0 g, 76.20 mmol) was added portionwise at room temperature. The resultant reaction mixture was stirred at room temperature for 2 days. 6N HCl was added dropwise to the reaction mixture at 0° C. (ice-bath). The solid formed was filtered off and suspended in water (100 mL). The suspension was basicified with 50% aqueous NaOH to pH 13. 400 mL of CH2Cl2 was added. The organic layer was separated, dried over MgSO4 and the solvent was removed under vacuum to give the title compound of Step B as a white solid (10.5 g), m.p. 99°-101° C. 1H NMR: δ9.30 (br s,1H), 8.17 (d,1H), 7.14 (d,1H), 4.53 (q,1H), 3.96-3.61 (m,5H), 3.00-3.01 (m,2H), 1.37 (d,6H).
後処理
- customThe resultant reaction mixture
- stirringwas stirred at room temperature for 2 days
- customThe solid formed
- filtrationwas filtered off
- addition400 mL of CH2Cl2 was added
- customThe organic layer was separated
- dry with materialdried over MgSO4
- customthe solvent was removed under vacuum
出典と根拠
- ORDレコード
- ord-f7172ab3485646b5a13f32470cbcd42d
- 出典データセット
- uspto-grants-1997_07
- 特許番号
- US05643855
関連ノート
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