Ethylamine hydrochloride → N-Ethyl-2-(4-iodo-phenyl)-propionamide

HRID 330813

反応式

HRID 330813 の反応式
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[CH3:13][CH2:14][N:15](C(C)C)C(C)C.Cl.C(N)C.CCN=C=NCCCN(C)C.Cl>C(Cl)Cl>[CH2:14]([NH:15][C:9](=[O:11])[CH:8]([C:5]1[CH:4]=[CH:3][C:2]([I:1])=[CH:7][CH:6]=1)[CH3:12])[CH3:13]

参加物

6

反応物 4

HCID 11198Ethylamine hydrochlorideHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 152255732-(4-Iodophenyl)propanoic acid

生成物 1

HCID 66693450N-Ethyl-2-(4-iodo-phenyl)-propionamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1.97 g (7.14 mmol) 2-(4-Iodo-phenyl)-propionic acid (111.1) and 1.25 mL (7.14 mmol) DIPEA are added to 582 mg (7.14 mmol) ethylamine hydrochlorid in 70 mL DCM. 1.64 g (8.57 mmol) N-(3-Dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride and 194 mg (1.43 mmol) 1-hydroxy-7-azabenotriazole are added at 0° C. Subsequently, cooling is removed and the mixture is stirred for 20 h at rt. After that time, the mixture is washed with water and brine, dried over sodium sulphate and the solvent is evaporated. The residue is purified by column chromatography (silicia gel; heptane:EtOAc 50:50).

後処理

  1. temperatureSubsequently, cooling
  2. customis removed
  3. washAfter that time, the mixture is washed with water and brine
  4. dry with materialdried over sodium sulphate
  5. customthe solvent is evaporated
  6. customThe residue is purified by column chromatography (silicia gel; heptane:EtOAc 50:50)

出典と根拠

ORDレコード
ord-a3e0281aa7624959a4a5400401d16364
出典データセット
uspto-grants-2014_11
特許番号
US08877754B2

関連ノート

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