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

HRID 606852ノート

反応式

HRID 606852 の反応式
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

参加物

7

反応物 3

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

生成物 1

HCID 665244133-Bromo-5-(3-trifluoromethylphenylethynyl)-pyridine収率 61%

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178419050HCID 178419050、化合物触媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-243dec94bdc749e88c1b3ce94ce258d8
出典データセット
uspto-grants-2011_03
特許番号
US07915424B2

反応ノート

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