홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Hydrochloric Acid → 1-(3-Bromophenyl)-4-fluoro-1-(4-methoxyphenyl)-1H-isoindol-3-amine

HRID 1662178
노트
인쇄 미리보기

반응식

HRID 1662178 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Mg]Br)=[CH:5][CH:4]=1.[Br:11][C:12]1[CH:13]=[C:14]([C:18]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[C:27]=2[C:33]#[N:34])=[N:19]S(C(C)(C)C)=O)[CH:15]=[CH:16][CH:17]=1.Cl>C1COCC1>[Br:11][C:12]1[CH:13]=[C:14]([C:18]2([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[C:26]3[C:27](=[C:28]([F:32])[CH:29]=[CH:30][CH:31]=3)[C:33]([NH2:34])=[N:19]2)[CH:15]=[CH:16][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 76821598N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamideHCID 178491912HCID 178491912, 화합물

생성물 1

HCID 585795181-(3-Bromophenyl)-4-fluoro-1-(4-methoxyphenyl)-1H-isoindol-3-amine수율 95%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-Methoxyphenylmagnesium bromide (6.00 mL, 3.00 mmol) was added to a solution of N-((3-bromophenyl)(2-cyano-3-fluorophenyl)methylene)-2-methylpropane-2-sulfinamide (0.407 g, 1 mmol) in THF (10 mL) at 0° C. under an argon atmosphere. The resulting mixture was stirred and allowed to reach r.t. over night, then quenched with saturated aqueous NH4Cl, diluted with saturated aqueous NaHCO3 and extracted with DCM. The combined organics were passed through a phase separator (Sorbent) and concentrated. The residue was dissolved in MeOH (10 mL), and hydrogen chloride (2M in diethyl ether, 2 mL, 4 mmol) was added and the resulting mixture was stirred at r.t for 2.5 h. The mixture was concentrated in vacuo and purified on a silica gel column eluted with 0-5% 0.1M NH3 in MeOH in DCM to afford 0.39 g (95% yield) of the title compound: MS (ES+) m/z 411, 413 [M+1]+.

후처리

  1. waitto reach r.t. over night
  2. customquenched with saturated aqueous NH4Cl
  3. additiondiluted with saturated aqueous NaHCO3
  4. extractionextracted with DCM
  5. concentrationconcentrated
  6. dissolutionThe residue was dissolved in MeOH (10 mL)
  7. stirringthe resulting mixture was stirred at r.t for 2.5 h
  8. concentrationThe mixture was concentrated in vacuo
  9. custompurified on a silica gel column
  10. washeluted with 0-5% 0.1M NH3 in MeOH in DCM

출처 및 근거

ORD 기록
ord-bff5000916b84ab7958787a670396b4a
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030500B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트