4-Ethylphenyl isocyanate → 2-(3-(2,3-Dichlorobenzyl)-1-methylureido)ethyl 4-ethylphenylcarbamate

HRID 655976

反応式

HRID 655976 の反応式
[Cl:1][C:2]1[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][NH:5][C:6](=[O:12])[N:7]([CH2:9][CH2:10][OH:11])[CH3:8].[CH2:18]([C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][CH:21]=1)[CH3:19]>CN(C=O)C.CN(C1C=CN=CC=1)C>[CH2:18]([C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:28])[O:11][CH2:10][CH2:9][N:7]([CH3:8])[C:6]([NH:5][CH2:4][C:3]2[CH:13]=[CH:14][CH:15]=[C:16]([Cl:17])[C:2]=2[Cl:1])=[O:12])=[CH:22][CH:21]=1)[CH3:19]

参加物

5

反応物 2

HCID 900074-Ethylphenyl isocyanateHCID 597784523-(2,3-Dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea

生成物 1

HCID 597784392-(3-(2,3-Dichlorobenzyl)-1-methylureido)ethyl 4-ethylphenylcarbamate収率 6.5%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-(2,3-dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea (70 mg, 0.27 mmol) in DMF were added DMAP and 4-ethylphenylisocyanate (80 mg, 0.54 mmol). The reaction mixture was stirred overnight. The reaction mixture was concentrated. The resulting residue was purified on RP-HPLC using a mixture of acetonitrile and H2O to give 2-(3-(2,3-dichlorobenzyl)-1-methylureido)ethyl 4-ethylphenylcarbamate (7 mg, 6.5%). LRMS (M+H+) m/z 424.1.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customThe resulting residue was purified on RP-HPLC
  3. additiona mixture of acetonitrile and H2O

出典と根拠

ORDレコード
ord-32b7617d257445808400cbcd93ff2792
出典データセット
uspto-grants-2011_12
特許番号
US08071625B2

関連ノート

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