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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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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
ノート
印刷プレビュー

反応式

HRID 1924448 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 2724933SelectfluorHCID 57775240Abt-072

生成物 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]methanesulfonamide収率 29%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 962Water溶媒
HCID 6342
Acetonitrile
溶媒

反応条件

温度
90 °C

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-910de7826eca4e9b835b8d178d9f238d
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08178548B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート