홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Piperidine → 3-Methanesulfonyl-2-methyl-4-morpholin-4-yl-6-piperidin-1-yl-quinoline

HRID 13661
노트
인쇄 미리보기

반응식

HRID 13661 반응식
C(=O)([O-])[O-].[Cs+].[Cs+].Br[C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[C:13]([CH3:18])[C:12]([S:19]([CH3:22])(=[O:21])=[O:20])=[C:11]2[N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1.[NH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>C(O)(C)(C)C.CCCCCCC.C1(P(C2CCCCC2)C2C=CC=CC=2C2C(C(C)C)=CC(C(C)C)=CC=2C(C)C)CCCCC1>[CH3:22][S:19]([C:12]1[C:13]([CH3:18])=[N:14][C:15]2[C:10]([C:11]=1[N:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1)=[CH:9][C:8]([N:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1)=[CH:17][CH:16]=2)(=[O:21])=[O:20]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 8082PiperidineHCID 10796Cesium carbonateHCID 120018106-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline2회

생성물 1

HCID 120018043-Methanesulfonyl-2-methyl-4-morpholin-4-yl-6-piperidin-1-yl-quinoline수율 79%

시약·촉매·용매 3

HCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl
촉매
HCID 6386tert-Butanol용매
HCID 8900Heptane용매

반응 조건

온도
110 °C

실험 절차

A tube placed under argon was charged with tris(dibenzylideneacetone)dipalladium chloroform complex (11 mg, 0.010 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (10 mg, 0.021 mmol) and cesium carbonate (1.3 g, 3.99 mmol). 6-Bromo-3-methanesulfonyl-2-methyl-4-morpholin-4-yl-quinoline (compound of example 6) (200 mg, 0.52 mmol) in tert.-butanol (10 ml) was added, followed by piperidine (0.053 g, 0.62 mmol). The tube was sealed and heated at 110° C. for 2 h. The reaction mixture was cooled to 20° C., diluted with heptane, filtered through dicalite and purified directly by flash chromatography on silica gel in heptane/ethyl acetate 80:20 to give a yellow solid (160 mg, 79%). MS: m/z=390 (M+H).

후처리

  1. customA tube placed under argon
  2. customThe tube was sealed
  3. temperatureThe reaction mixture was cooled to 20° C.
  4. filtrationfiltered through dicalite
  5. custompurified directly by flash chromatography on silica gel in heptane/ethyl acetate 80:20

출처 및 근거

ORD 기록
ord-8967d52794c34f6588489fd2ffa1425f
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728142B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트