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

HRID 1192594노트

반응식

HRID 1192594 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3092b3a37e83491eac2de9b87f560ad1
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680108B2

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