Triethylamine → 4-[6-(4-Chloro-phenyl)-quinoline-2-ylethynyl]-benzaldehyde

HRID 1916752ノート

反応式

HRID 1916752 の反応式
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)[CH:8]=2)[N:3]=1.[C:19]([C:21]1[CH:28]=[CH:27][C:24]([CH:25]=[O:26])=[CH:23][CH:22]=1)#[CH:20].C(N(CC)CC)C>CN(C=O)C.C(#N)C.[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:7]2[CH:8]=[C:9]3[C:4](=[CH:5][CH:6]=2)[N:3]=[C:2]([C:20]#[C:19][C:21]2[CH:28]=[CH:27][C:24]([CH:25]=[O:26])=[CH:23][CH:22]=2)[CH:11]=[CH:10]3)=[CH:13][CH:14]=1

参加物

8

反応物 3

HCID 8471TriethylamineHCID 27716454-EthynylbenzaldehydeHCID 859696922-Bromo-6-(4-chloro-phenyl)-quinoline

生成物 1

HCID 859696974-[6-(4-Chloro-phenyl)-quinoline-2-ylethynyl]-benzaldehyde

試薬・触媒・溶媒 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 178418476HCID 178418476、化合物触媒HCID 6228Dimethylformamide溶媒HCID 6342Acetonitrile溶媒

実験手順

Under a nitrogen atmosphere 0.6 mg CuI, 9.3 mg Pd(PPh3)2Cl2 and 318 mg (1 mmol) 2-bromo-6-(4-chloro-phenyl)-quinoline are added successively to a solution of 85 mg (0.66 mmol) 4-ethynyl-benzaldehyde and 2.6 mL (18.67 mmol) triethylamine in 5 mL absolute DMF and 10 mL acetonitrile. The reaction mixture is stirred for 14 hours at RT and evaporated down. The purification is carried out by column chromatography on silica gel (PE/EtOAc 1:1).

後処理

  1. customevaporated down
  2. customThe purification

出典と根拠

ORDレコード
ord-1fdbf28f2ce44200932e9ee827c1caea
出典データセット
uspto-grants-2013_12
特許番号
US08618132B2

反応ノート

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