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

HRID 2043077

반응식

HRID 2043077 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f9818bdd00444776a8546114a0618c35
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586612B2

연결된 노트

불러오는 중…