Trimethylphosphine → 1-[5-Chloro-8-(3-fluorophenyl)isoquinolin-7-yl]ethanamine

HRID 1192594ノート

反応式

HRID 1192594 の反応式
[N:1]([CH:4]([C:6]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)=[C:14]2[C:9]([CH:10]=[CH:11][N:12]=[CH:13]2)=[C:8]([Cl:23])[CH:7]=1)[CH3:5])=[N+]=[N-].CP(C)C>O1CCCC1.O>[Cl:23][C:8]1[CH:7]=[C:6]([CH:4]([NH2:1])[CH3:5])[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)=[C:14]2[C:9]=1[CH:10]=[CH:11][N:12]=[CH:13]2

参加物

5

反応物 2

HCID 68983TrimethylphosphineHCID 583684257-(1-Azidoethyl)-5-chloro-8-(3-fluorophenyl)isoquinoline

生成物 1

HCID 583684511-[5-Chloro-8-(3-fluorophenyl)isoquinolin-7-yl]ethanamine

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred mixture of 7-(1-azidoethyl)-5-chloro-8-(3-fluorophenyl)isoquinoline (0.105 g, 0.321 mmol) in tetrahydrofuran (2 mL) and water (0.4 mL) was added 1.0 M trimethylphosphine in THF (0.39 mL, 0.39 mmol). The mixture was stirred at room temperature for 1 hour. After nitrogen was passed through the reaction solution, the reaction mixture was extracted with dichloromethane. The extracts were washed with brine, dried over magnesium sulfate and evaporated to dryness. The crude residue was used directly in the next step (75 mg, 78%). LCMS calculated for C17H15ClFN2 (M+H)+: m/z=301.1; Found: 301.1.

後処理

  1. extractionthe reaction mixture was extracted with dichloromethane
  2. washThe extracts were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness

出典と根拠

ORDレコード
ord-3092b3a37e83491eac2de9b87f560ad1
出典データセット
uspto-grants-2014_03
特許番号
US08680108B2

反応ノート

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