Triethylamine → Cyclopropanecarboxylic acid (2-chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amide

HRID 389266ノート

反応式

HRID 389266 の反応式
[Cl:1][C:2]1[C:7]([CH2:8][NH:9][CH2:10][CH3:11])=[CH:6][C:5]([CH3:12])=[CH:4][N:3]=1.[CH:13]1([C:16]([OH:18])=O)[CH2:15][CH2:14]1.Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[C:7]([CH2:8][N:9]([CH2:10][CH3:11])[C:16]([CH:13]2[CH2:15][CH2:14]2)=[O:18])=[CH:6][C:5]([CH3:12])=[CH:4][N:3]=1

参加物

7

反応物 5

HCID 8471TriethylamineHCID 15655Cyclopropanecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 58579979(2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine

生成物 1

HCID 58579965Cyclopropanecarboxylic acid (2-chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine (0.126 g, 0.69 mmol), cyclopropanecarboxylic acid (0.08 mL, 1.03 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.197 g, 1.03 mmol), 1-hydroxybenzotriazole hydrate (0.139 g, 1.03 mmol), and triethylamine (0.29 mL, 2.05 mmol) were combined in CH2Cl2 and stirred at room temperature over the weekend. The mixture was concentrated and purified by silica gel chromatography (0-70% EtOAc in hexanes) to give the title compound.

後処理

  1. concentrationThe mixture was concentrated
  2. custompurified by silica gel chromatography (0-70% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-80c24559a86542a3bfd7ce65a134546a
出典データセット
uspto-grants-2013_02
特許番号
US08378107B2

反応ノート

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