Sulfanilamide → 4-[(8-Bromo-6-fluoro-2-quinazolinyl)amino]benzenesulfonamide

HRID 2079636노트

반응식

HRID 2079636 반응식
[Br:1][C:2]1[CH:3]=[C:4]([F:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9](Cl)[N:8]=[CH:7]2.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1.C(OCC)(=O)C>C(O)(C)C>[Br:1][C:2]1[CH:3]=[C:4]([F:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:22])=[O:23])=[CH:17][CH:16]=1)[N:8]=[CH:7]2

참가 물질

5

반응물 3

HCID 5333SulfanilamideHCID 8857Ethyl AcetateHCID 591992998-Bromo-2-chloro-6-fluoroquinazoline

생성물 1

HCID 250162634-[(8-Bromo-6-fluoro-2-quinazolinyl)amino]benzenesulfonamide수율 81%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
120 °C

실험 절차

To a 0.4M suspension of 8-bromo-2-chloro-6-fluoroquinazoline in isopropanol was added 4-aminobenzensulfonamide (1 eq). The reaction mixture was heated to 120° C. in an oil bath for 2 days. LCMS showed that reaction was complete under the condition. Ethyl acetate was added to the reaction flask and the suspension was stirred at ambient temperature for 30 min and was filtered. Filter cake was rinsed with hexane and dried in vacuum to give product in 81% yield. ES/MS m/z 397/399 (MH+).

후처리

  1. customLCMS showed that reaction
  2. filtrationwas filtered
  3. filtrationFilter cake
  4. washwas rinsed with hexane
  5. customdried in vacuum
  6. customto give product in 81% yield

출처 및 근거

ORD 기록
ord-23d7a533e393465fa320ea2cc31c2812
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932262B2

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