Triethylamine → 3-Bromo-5-(3-trifluoromethylphenylethynyl)-pyridine

HRID 606852노트

반응식

HRID 606852 반응식
C(N(CC)CC)C.[Br:8][C:9]1[CH:10]=[N:11][CH:12]=[C:13]([C:15]#[CH:16])[CH:14]=1.I[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1>C(OCC)(=O)C.[Cu]I.C1(C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)[Pd][P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Br:8][C:9]1[CH:10]=[N:11][CH:12]=[C:13]([C:15]#[C:16][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=2)[CH:14]=1

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 67868Benzene, 1-iodo-3-(trifluoromethyl)-HCID 154238793-Bromo-5-ethynylpyridine

생성물 1

HCID 665244133-Bromo-5-(3-trifluoromethylphenylethynyl)-pyridine수율 61%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178419050HCID 178419050, 화합물촉매HCID 8857Ethyl Acetate용매

실험 절차

Add triethylamine (6.2 mL, 44 mmol), copper (I) iodide (120.3 mg, 1.10 mmol) and bis(triphenylphosphine)palladium (II) dichloride (386 mg, 0.55 mmol) to a solution of 3-bromo-5-ethynylpyridine, (prepared essentially as described in PREPARATION 23), (2.0 g, 11 mmol) and 1-iodo-3-trifluoromethylbenzene (1.53 mL, 11 mmol) in ethyl acetate (12 mL). Stir at room temperature for 18 h. Concentrate and purify the residue by silica gel chromatography, eluting with 100:0 to 100:50 hexanes:ethyl acetate to give the title compound (2.1 g, 61%).

후처리

  1. custom(prepared essentially
  2. concentrationConcentrate
  3. custompurify the residue by silica gel chromatography
  4. washeluting with 100:0 to 100:50 hexanes

출처 및 근거

ORD 기록
ord-243dec94bdc749e88c1b3ce94ce258d8
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915424B2

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