Pyridine → N-(5-bromo-2-fluoro-4-methoxyphenyl)ethanesulfonamide

HRID 518305ノート

反応式

HRID 518305 の反応式
[CH2:1]([S:3](Cl)(=[O:5])=[O:4])[CH3:2].[Br:7][C:8]1[C:9]([O:16][CH3:17])=[CH:10][C:11]([F:15])=[C:12]([CH:14]=1)[NH2:13].N1C=CC=CC=1>C(Cl)Cl>[Br:7][C:8]1[C:9]([O:16][CH3:17])=[CH:10][C:11]([F:15])=[C:12]([NH:13][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])[CH:14]=1

参加物

5

反応物 3

HCID 1049PyridineHCID 11667Ethanesulfonyl chlorideHCID 838222835-Bromo-2-fluoro-4-methoxyaniline

生成物 1

HCID 118021927N-(5-bromo-2-fluoro-4-methoxyphenyl)ethanesulfonamide収率 73.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

At 0° C., ethansulfonylchloride (1.4 g, 10.9 mmol) was added dropwise to a solution of 5-bromo-2-fluoro-4-methoxyaniline (3.5 g, 24.0 mmol) in pyridine (1.3 g, 16.4 mmol) and dry CH2Cl2 (20 mL). After stirring at room temperature for 10 h, CH2Cl2 extractive work up and purification by silica gel chromatography (PE:EA=10:0 to 3:1) gave the title compound (2.5 g, 73.5%) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 7.77 (d, J=8.4 Hz, 1H), 6.73 (d, J=11.6 Hz, 1H), 6.27 (s, 1H), 3.89 (s, 3H), 3.10 (q, J=7.6 Hz, 2H), 1.40 (t, J=7.6 Hz, 3H). LCMS: 334.0 (M+Na)+

後処理

  1. customCH2Cl2 extractive work up and purification by silica gel chromatography (PE:EA=10:0 to 3:1)

出典と根拠

ORDレコード
ord-07e31b4743bb4b1daba7e388390d91f8
出典データセット
uspto-grants-2015_08
特許番号
US09115114B2

反応ノート

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