Cesium carbonate → 5-Chloro-2-methoxy-N-(2-(1-(3-cyclohexylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamide

HRID 2043077

反応式

HRID 2043077 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:23][CH3:24])=[C:6]([CH:22]=1)[C:7]([NH:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15]([S:18]([NH2:21])(=[O:20])=[O:19])[CH2:14][CH2:13]1)=[O:8].C(=O)([O-])[O-].[Cs+].[Cs+].[CH:31]1([N:37]=[C:38]=[S:39])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>CN1CCCC1=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:23][CH3:24])=[C:6]([CH:22]=1)[C:7]([NH:9][CH2:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15]([S:18]([NH:21][C:38]([NH:37][CH:31]2[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)=[S:39])(=[O:20])=[O:19])[CH2:14][CH2:13]1)=[O:8]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 14289Cyclohexyl isothiocyanateHCID 122820304-(2-(5-Chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide

生成物 1

HCID 596607125-Chloro-2-methoxy-N-(2-(1-(3-cyclohexylthioureidosulfonyl)piperidin-4-yl)ethyl)benzamide収率 45%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

376 mg (1 mmol) of 4-(2-(5-chloro-2-methoxybenzamido)ethyl)piperidine-1-sulfonamide and 652 mg (2.0 mmol) of cesium carbonate were heated in 5 ml of N-methyl-2-pyrrolidone with 0.3 ml (2 mmol) of cyclohexyl isothiocyanate at 80° C. for 10 minutes. The reaction mixture was poured onto ice/2 M hydrochloric acid, and the precipitated solid was filtered off with suction, washed with water until neutral, dissolved in methanol, filtered after addition of activated carbon and crystallized using diethyl ether. 230 mg (45%) of the title compound were obtained as a colorless solid.

後処理

  1. additionThe reaction mixture was poured onto ice/2 M hydrochloric acid
  2. filtrationthe precipitated solid was filtered off with suction
  3. washwashed with water until neutral,
  4. dissolutiondissolved in methanol
  5. filtrationfiltered
  6. additionafter addition of activated carbon
  7. customcrystallized

出典と根拠

ORDレコード
ord-f9818bdd00444776a8546114a0618c35
出典データセット
uspto-grants-2013_11
特許番号
US08586612B2

関連ノート

読み込み中…