1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 71247910、化合物

HRID 1473931ノート

反応式

HRID 1473931 の反応式
[I:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH:8][CH3:9])=[CH:6][CH:7]=1.[Cl:11][C:12]1[C:13]([C:18](O)=O)=[N:14][CH:15]=[CH:16][CH:17]=1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>O.N1C=CC=CC=1>[Cl:11][C:12]1[C:13]([C:18]2[N:8]([CH3:9])[C:5]3[CH:6]=[CH:7][C:2]([I:1])=[CH:3][C:4]=3[N:10]=2)=[N:14][CH:15]=[CH:16][CH:17]=1

参加物

7

反応物 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 8246323-Chloropyridine-2-carboxylic acidHCID 660642804-Iodo-N1-methylbenzene-1,2-diamine

生成物 1

HCID 71247910HCID 71247910、化合物収率 73.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

反応条件

温度
100 °C

実験手順

A mixture of 4-iodo-N1-methyl-benzene-1,2-diamine (850 mg), 3-chloro-pyridin-2-carboxylic acid (590 mg), WSC (790 mg), HOBt (46 mg), and pyridine (10 ml) was stirred at 100° C. for 12 hours. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2-(3-chloro-pyridin-2-yl)-5-iodo-1-methyl-1H-benzimidazole (930 mg), which is hereinafter referred to as “intermediate compound (M6-21)”.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d9fbca07446040b19a06952ba4739e10
出典データセット
uspto-grants-2015_04
特許番号
US09018134B2

反応ノート

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