Ethylmorpholine → N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-4-imidazolidinecarboxamide

HRID 2080956ノート

反応式

HRID 2080956 の反応式
[CH3:1][N:2]1[CH:6]([C:7]([OH:9])=O)[CH2:5][NH:4][C:3]1=[O:10].ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[Cl:33][C:34]1[C:39]([C:40]([F:43])([F:42])[F:41])=[CH:38][CH:37]=[CH:36][C:35]=1[CH2:44][NH2:45].C(N1CCOCC1)C>CN(C)C=O>[Cl:33][C:34]1[C:39]([C:40]([F:42])([F:43])[F:41])=[CH:38][CH:37]=[CH:36][C:35]=1[CH2:44][NH:45][C:7]([CH:6]1[CH2:5][NH:4][C:3](=[O:10])[N:2]1[CH3:1])=[O:9]

参加物

7

反応物 5

HCID 7525EthylmorpholineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 52242072-Chloro-3-(trifluoromethyl)benzylamineHCID 553001513-Methyl-2-oxoimidazolidine-4-carboxylic acid

生成物 1

HCID 25097730N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-4-imidazolidinecarboxamide収率 49.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
22 °C

実験手順

Crude 3-methyl-2-oxo-4-imidazolidinecarboxylic acid (˜0.63 mmol, prepared as described below) was dissolved in dimethylformamide (3 ml) and treated with 1-hydroxybenzotriazole (0.094 g, 0.69 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.132 g, 0.69 mmol), [(2-chloro-3-trifluoromethylphenyl)methyl]amine (0.145 g, 0.69 mmol) and N-ethylmorpholine (0.169 ml, 1.32 mmol). The mixture was stirred at 22° C. for 20 hours then reduced in vacuo to give a residue which was purified by mass-directed automated HPLC to give N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-4-imidazolidinecarboxamide as a white solid (0.105 g). LC/MS [M+H]+=336, retention time=2.18 minutes.

後処理

  1. customto give a residue which
  2. customwas purified

出典と根拠

ORDレコード
ord-771a5c310a1d440ebe22a39c2af1a78b
出典データセット
uspto-grants-2011_04
特許番号
US07932282B2

反応ノート

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