2-(Methylamino)ethanol → 3-(2,3-Dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea

HRID 655975

反応式

HRID 655975 の反応式
ClC(Cl)(O[C:5](=[O:11])OC(Cl)(Cl)Cl)Cl.[Cl:13][C:14]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH2:17].CCN(C(C)C)C(C)C.[CH3:32][NH:33][CH2:34][CH2:35][OH:36]>C1COCC1>[Cl:13][C:14]1[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:15]=1[CH2:16][NH:17][C:5](=[O:11])[N:33]([CH2:34][CH2:35][OH:36])[CH3:32]

参加物

6

反応物 4

HCID 80162-(Methylamino)ethanolHCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 5876252,3-Dichlorobenzylamine

生成物 1

HCID 597784523-(2,3-Dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea収率 84.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of triphosgene (89 mg, 0.3 mmol) in THF were added a solution of 2,3-dichlorobenzylamine (100 mg, 0.59 mmol) in THF dropwise and then DIEA (209 μL, 1.2 mmol). The reaction mixture was stirred at rt for 10 min, and 2-(methylamino)ethanol (90 mg, 1.2 mmol) was added. The reaction mixture was stirred at rt for 15 min and purified on RP-HPLC using a mixture of acetonitrile and H2O to give 3-(2,3-dichlorobenzyl)-1-(2-hydroxyethyl)-1-methylurea (70 mg, 44%). LRMS (M+H+) m/z 277.1.

後処理

  1. stirringThe reaction mixture was stirred at rt for 15 min
  2. custompurified on RP-HPLC
  3. additiona mixture of acetonitrile and H2O

出典と根拠

ORDレコード
ord-d7ede599c9824ccabad5bf5f23d6d742
出典データセット
uspto-grants-2011_12
特許番号
US08071625B2

関連ノート

読み込み中…