Triethylamine → HCID 73446456、化合物

HRID 1271040

反応式

HRID 1271040 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[CH:9])=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:17][C:18]1[C:23](I)=[CH:22][N:21]=[C:20]([N:25]=[CH:26][N:27]([CH:31]([CH3:33])[CH3:32])[CH:28]([CH3:30])[CH3:29])[N:19]=1>C(#N)C.[Cu](I)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>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:23]2[C:18]([Cl:17])=[N:19][C:20]([N:25]=[CH:26][N:27]([CH:31]([CH3:33])[CH3:32])[CH:28]([CH3:29])[CH3:30])=[N:21][CH:22]=2)=[CH:4][CH:3]=1

参加物

7

反応物 3

HCID 8471TriethylamineHCID 136603Benzene, 1-bromo-4-ethynyl-HCID 734464514-Chloro-2-diisopropylaminomethyleneamino-5-iodopyrimidine

生成物 1

HCID 73446456HCID 73446456、化合物収率 78.1%

試薬・触媒・溶媒 3

HCID 83717Copper iodide触媒HCID 178418476HCID 178418476、化合物触媒HCID 6342Acetonitrile溶媒

実験手順

A mixture of 0.5 g of 1-bromo-4-ethynylbenzene, 5.0 mL of triethylamine, 0.031 mg of copper iodide, 0.94 g of 4-chloro-2-diisopropylaminomethyleneamino-5-iodopyrimidine and 0.046 g of dichlorobis(triphenyl)phosphine palladium II was magnetically stirred at room temperature for 18 hrs. The mixture was diluted with acetonitrile, filtered and the filtrate evaporated in vacuo. The evaporated filtrate was dissolved in dichloromethane and loaded on a column of silica gel equilibrated in the same solvent. Cuts were monitored by thin layer chromatography. After initial cuts of brown colored eluates, the product subsequently eluted as yellow fractions. Like cuts were pooled and evaporated to give 0.84 g of 5-(4-bromophenylethynyl)-4-chloro-2-diisopropylaminomethyleneaminopyrimidine as a thick amber syrup.

後処理

  1. filtrationfiltered
  2. customthe filtrate evaporated in vacuo
  3. dissolutionThe evaporated filtrate was dissolved in dichloromethane
  4. washAfter initial cuts of brown colored eluates, the product subsequently eluted as yellow fractions
  5. customevaporated

出典と根拠

ORDレコード
ord-6ec0d97fa2584cd3b1674bb15858e107
出典データセット
uspto-grants-2007_04
特許番号
US07205297B2

関連ノート

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