Propargyl alcohol → HCID 10318611、化合物

HRID 1068019ノート

反応式

HRID 1068019 の反応式
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][CH:15]=[C:16](I)[CH:17]=3)[N:12]([CH3:22])[CH:11]=2)=[S:9])=[CH:4][CH:3]=1.[CH2:25]([OH:28])[C:26]#[CH:27]>C(NCC)C.[Cu](I)I.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd]Cl>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:27]#[C:26][CH2:25][OH:28])[CH:17]=3)[N:12]([CH3:22])[CH:11]=2)=[S:9])=[CH:4][CH:3]=1

参加物

6

反応物 2

HCID 7859Propargyl alcoholHCID 21192539HCID 21192539、化合物

生成物 1

HCID 10318611HCID 10318611、化合物

試薬・触媒・溶媒 3

HCID 83717Copper iodide触媒HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒HCID 8021Diethylamine溶媒

実験手順

A suspension of N-(4-chlorobenzyl)-6-iodo-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarbothioamide (0.20 g) from Preparation No. 44, propargyl alcohol (0.030 mL), copper iodide (0.028 g), and bis(triphenylphosphine)palladium(II)chloride (0.0095 g) in diethylamine (10 mL) is stirred at room temperature for 18 h. The solid in the reaction mixture is filtered, then dissolved in CH2Cl2/MeOH, and adsorbed onto silica. Purification by chromatography (eluent 1% MeOH:CH2Cl2 (1 L), 2% MeOH:CH2Cl2 (1 L)) affords the title compound as a yellow solid (0.12 g).

後処理

  1. customfrom Preparation No
  2. filtrationThe solid in the reaction mixture is filtered
  3. dissolutiondissolved in CH2Cl2/MeOH
  4. customPurification by chromatography (eluent 1% MeOH:CH2Cl2 (1 L), 2% MeOH:CH2Cl2 (1 L))

出典と根拠

ORDレコード
ord-7733e59cd787423fbfd7163097390032
出典データセット
uspto-grants-2001_06
特許番号
US06248739B1

反応ノート

読み込み中…