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Phenethyl bromide → 1-(3-fluorobenzyl)-4-phenethoxypyridin-2(1H)-one

HRID 1948258
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HRID 1948258 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][N:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][C:7]1=[O:13].Br[CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(#N)C>[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][N:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[CH:8][C:7]1=[O:13]
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참가 물질

4

반응물 2

HCID 7666Phenethyl bromideHCID 54724162HCID 54724162, 화합물

생성물 1

HCID 589669601-(3-fluorobenzyl)-4-phenethoxypyridin-2(1H)-one수율 58%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

According to Scheme 13 Method A: The title compound was prepared from 1-(3-fluorobenzyl)-4-hydroxypyridin-2(1H)-one (1 eq, 0.23 mmol, 0.05 g, Example 19 Step 2) and 1-(2-bromoethyl)benzene (2 eq, 0.46 mmol, 0.06 mL) according to the procedure described for Example 1 Step 2. Microwave conditions: 180° C. for 900s in acetonitrile (2 mL). The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25 g SiO2) using CH2Cl2/AcOEt 80/20 and by recrystallization in pentane to afford 1-(3-fluorobenzyl)-4-phenethoxypyridin-2(1H)-one (0.13 mmol, 43 mg, 58%) as a white solid.

후처리

  1. custom180° C.
  2. customThe crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25 g SiO2)
  3. customby recrystallization in pentane

출처 및 근거

ORD 기록
ord-c5eb82d3c8d84396b1f6f6f4c856f08b
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08399493B2

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