Sodium Carbonate → N-(3-Chloro-6-trifluoromethylimidazo[1,2-a]pyridin-2-yl)-N-(3-fluoro-4-trifluoromethylbenzyl)benzenesulfonamide

HRID 1916858노트

반응식

HRID 1916858 반응식
[Cl:1][C:2]1[N:6]2[CH:7]=[C:8]([C:11]([F:14])([F:13])[F:12])[CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[NH:15][S:16]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:18])=[O:17].C([O-])([O-])=O.[Na+].[Na+].[F:31][C:32]1[CH:33]=[C:34]([CH:37]=[CH:38][C:39]=1[C:40]([F:43])([F:42])[F:41])[CH2:35]Br>CN(C=O)C>[Cl:1][C:2]1[N:6]2[CH:7]=[C:8]([C:11]([F:12])([F:14])[F:13])[CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[N:15]([CH2:35][C:34]1[CH:37]=[CH:38][C:39]([C:40]([F:41])([F:42])[F:43])=[C:32]([F:31])[CH:33]=1)[S:16]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)(=[O:18])=[O:17]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 27375744-(Bromomethyl)-2-fluoro-1-(trifluoromethyl)benzeneHCID 67953932N-(3-chloro-6-trifluoromethylimidazo[1,2-a]pyridin-2-yl)benzenesulfonamide

생성물 1

HCID 88531008N-(3-Chloro-6-trifluoromethylimidazo[1,2-a]pyridin-2-yl)-N-(3-fluoro-4-trifluoromethylbenzyl)benzenesulfonamide수율 58%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of compound 9-E (0.015 g, 0.025 mmol) in DMF (2.0 mL) was added Na2CO3 (0.011 g, 0.099 mmol) and 3-fluoro-4-trifluoromethylbenzyl bromide (0.006 g, 0.025 mmol). The reaction mixture was stirred at room temperature overnight. The solvent was evaporated in vacuo and the residue was purified by flash column chromatography (SiO2) eluting with a gradient of 0-100% ethyl acetate in hexane to afford Compound 60 (0.008 g, 58%); MS m/z (M+H+) 552.

후처리

  1. customThe solvent was evaporated in vacuo
  2. customthe residue was purified by flash column chromatography (SiO2)
  3. washeluting with a gradient of 0-100% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-ec5564d457b9429794b3381fe1bcdc23
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618150B2

반응 노트

불러오는 중…