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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Selectfluor → N-[4-[(1E)-2-[3-(1,1-Dimethylethyl)-5-(5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-2-methoxyphenyl]ethenyl]phenyl]methanesulfonamide

HRID 1924448
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HRID 1924448 반응식
[C:1]([C:5]1[C:6]([O:32][CH3:33])=[C:7]([CH:21]=[C:22]([N:24]2[CH:29]=[CH:28][C:27](=[O:30])[NH:26][C:25]2=[O:31])[CH:23]=1)/[CH:8]=[CH:9]/[C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[B-](F)(F)(F)[F:35].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(#N)C.CO.O>[C:1]([C:5]1[C:6]([O:32][CH3:33])=[C:7]([CH:21]=[C:22]([N:24]2[CH:29]=[C:28]([F:35])[C:27](=[O:30])[NH:26][C:25]2=[O:31])[CH:23]=1)/[CH:8]=[CH:9]/[C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH3:20])(=[O:18])=[O:19])=[CH:12][CH:11]=1)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

6

반응물 2

HCID 2724933SelectfluorHCID 57775240Abt-072

생성물 1

HCID 25234725N-[4-[(1E)-2-[3-(1,1-Dimethylethyl)-5-(5-fluoro-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-2-methoxyphenyl]ethenyl]phenyl]methanesulfonamide수율 29%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매
HCID 6342
Acetonitrile
용매

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온도
90 °C

실험 절차

The fluorination procedure was performed as described in Lal, G S, et al. J. Org Chem., 60:7340-7342 (1995). The product from Example 13A, Part B (0.42 g, 1.26 mmol) and Selectfluor™ (0.672 g, 1.9 mmol) were combined in a mixture of acetonitrile (8 mL) and methanol (1 mL) and heated at 90° C. under N2 for 5 h. The solution was diluted with water, extracted into ethyl acetate, washed with sodium bicarbonate solution, concentrated and purified by column chromatography on silica gel to give the title compound (0.138 g, 29%).

후처리

  1. extractionextracted into ethyl acetate
  2. washwashed with sodium bicarbonate solution
  3. concentrationconcentrated
  4. custompurified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-910de7826eca4e9b835b8d178d9f238d
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08178548B2

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