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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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Benzyl Bromide → 1-Benzyloxy-7-chloro-6-fluoro-isoquinoline

HRID 402521
ノート
印刷プレビュー

反応式

HRID 402521 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][NH:8][C:9]2=[O:12])=[CH:4][C:3]=1[F:13].[CH2:14](Br)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C=CC=CC=1.C(=O)([O-])[O-].[Ag+2]>[CH2:14]([O:12][C:9]1[C:10]2[C:5](=[CH:4][C:3]([F:13])=[C:2]([Cl:1])[CH:11]=2)[CH:6]=[CH:7][N:8]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1
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

5

反応物 2

HCID 7498Benzyl BromideHCID 598182487-Chloro-6-fluoroisoquinolin-1(2H)-one

生成物 1

HCID 598182521-Benzyloxy-7-chloro-6-fluoro-isoquinoline収率 54.2%

試薬・触媒・溶媒 2

HCID 178418647HCID 178418647、化合物触媒HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

14.74 g (74.6 mmol) of 7-chloro-6-fluoro-2H-isoquinolin-1-one (7) were dissolved in 150 ml of toluene. After addition of 30.86 g (111.9 mmol) of silver carbonate and 15.31 g (89.5 mmol) of benzyl bromide, the mixture was stirred at 80° C. for 3 h. After cooling down to room temperature, the reaction mixture was filtered and the filtrate was evaporated. The residue was dissolved in dichloromethane and washed with water, dried with magnesium sulfate and evaporated. Final purification by preparative HPLC gave 11.63 g of the title compound. Rt=2.51 min (Method B). Detected mass: 288.1/290.1 (M+H+).

後処理

  1. temperatureAfter cooling down to room temperature
  2. filtrationthe reaction mixture was filtered
  3. customthe filtrate was evaporated
  4. dissolutionThe residue was dissolved in dichloromethane
  5. washwashed with water
  6. dry with materialdried with magnesium sulfate
  7. customevaporated
  8. customFinal purification by preparative HPLC

出典と根拠

ORDレコード
ord-443867873dda4ba49a649b54c0bc50c0
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08742116B2

反応ノート

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