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Ethanol → (2R)-(-)-3-[4-(6-chloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(5-quinolinyloxy)-2-propanol

HRID 481651
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HRID 481651 반응식
[O:1]1[CH2:3][C@@H:2]1[CH2:4][O:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[N:11]2.[Cl:16][C:17]1[CH:25]=[C:24]2[C:20]([CH:21]=[C:22](C3CCNCC=3)[NH:23]2)=[CH:19][CH:18]=1.[CH2:32](O)[CH3:33]>CS(C)=O>[Cl:16][C:17]1[CH:25]=[C:24]2[C:20]([C:21]([C:8]3[CH2:9][CH2:10][N:11]([CH2:3][C@@H:2]([OH:1])[CH2:4][O:5][C:6]4[CH:15]=[CH:14][CH:13]=[C:12]5[C:7]=4[CH:8]=[CH:9][CH:10]=[N:11]5)[CH2:32][CH:33]=3)=[CH:22][NH:23]2)=[CH:19][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 702EthanolHCID 11735808(R)-5-(Oxiran-2-ylmethoxy)quinolineHCID 212683476-chloro-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

생성물 1

HCID 53815837(2R)-(-)-3-[4-(6-chloro-3-indolyl)-1,2,3,6-tetrahydropyridin-1-yl]-1-(5-quinolinyloxy)-2-propanol

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

The title compound was prepared in a fashion similar to that described in Example 1 using (R)-5-(oxiranylmethoxy)-quinoline (0.495 g, 2.46 mmol) and 6-chloro-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (0.519 g, 2.33 mmol) using ethanol as reaction solvent. Yield 0.840 g (87%) of a tan powder. FDMS m/e=433 (M+ of free base). mp 221°-223° C. α[D]589 =-9.9 (c=1.00, dimethylsulfoxide).

후처리

  1. customas reaction solvent

출처 및 근거

ORD 기록
ord-5a31d13d9f6f4a959c1d36dee96a5225
출처 데이터셋
uspto-grants-1998_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05789402

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