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Triethylamine → 5-(1-Benzyl-5-iodo-1h-1,2,3-triazol-4-yl)-2-fluorobenzonitrile

HRID 1752552
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HRID 1752552 반응식
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([F:11])=[C:7]([CH:10]=1)[C:8]#[N:9])#[CH:2].[CH2:12]([N:19]=[N+:20]=[N-:21])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(N(CC)CC)C.[I:29]Cl>[Cu]I.O1CCCC1>[CH2:12]([N:19]1[C:2]([I:29])=[C:1]([C:3]2[CH:4]=[CH:5][C:6]([F:11])=[C:7]([CH:10]=2)[C:8]#[N:9])[N:21]=[N:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
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참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 12152Benzyl azideHCID 24640Iodine chlorideHCID 534292955-Ethynyl-2-fluorobenzonitrile

생성물 1

HCID 687372695-(1-Benzyl-5-iodo-1h-1,2,3-triazol-4-yl)-2-fluorobenzonitrile

시약·촉매·용매 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of Example 62B (200 mg, 1.38 mmol), benzyl azide (0.176 mL, 1.38 mmol), tetrahydrofuran (12 mL), triethylamine (0.230, 1.56 mmol), CuI (263 mg, 1.38 mmol) and ICl (0.069 mL, 1.38 mmol) under argon was stirred at room temperature for 24 hours. The solvent was evaporated and the crude mixture was dissolved in dichloromethane, loaded directly onto a silica gel column and eluted with ethyl acetate/hexanes (10-20%) to afford the title compound. MS (ESI+) m/z 404.9 (M+H)+.

후처리

  1. customThe solvent was evaporated
  2. dissolutionthe crude mixture was dissolved in dichloromethane
  3. washeluted with ethyl acetate/hexanes (10-20%)

출처 및 근거

ORD 기록
ord-b9eaf400ba7a44cb8522ffeb28a06fd0
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09163007B2

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