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

HRID 518305노트

반응식

HRID 518305 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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)+

후처리

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

출처 및 근거

ORD 기록
ord-07e31b4743bb4b1daba7e388390d91f8
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115114B2

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