1-[2-(3-Ethynyl-phenoxy)-ethyl]-pyrrolidine → 6-(4-Chloro-phenyl)-2-[3-(2-pyrrolidin-1-yl-ethoxy)-phenylethynyl]-quinoline

HRID 1916759Notes

Reaction equation

HRID 1916759 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:14]=[CH:15][CH:16]=1)[O:6][CH2:7][CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1)#[CH:2].Br[C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=3)[CH:24]=2)[N:19]=1>>[Cl:34][C:31]1[CH:30]=[CH:29][C:28]([C:23]2[CH:24]=[C:25]3[C:20](=[CH:21][CH:22]=2)[N:19]=[C:18]([C:2]#[C:1][C:3]2[CH:16]=[CH:15][CH:14]=[C:5]([O:6][CH2:7][CH2:8][N:9]4[CH2:10][CH2:11][CH2:12][CH2:13]4)[CH:4]=2)[CH:27]=[CH:26]3)=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 859695581-[2-(3-Ethynyl-phenoxy)-ethyl]-pyrrolidineHCID 859696922-Bromo-6-(4-chloro-phenyl)-quinoline

Product 1

HCID 598358846-(4-Chloro-phenyl)-2-[3-(2-pyrrolidin-1-yl-ethoxy)-phenylethynyl]-quinoline

Procedure

Prepared analogously to Example 18d from 1-[2-(3-ethynyl-phenoxy)-ethyl]-pyrrolidine and 2-bromo-6-(4-chloro-phenyl)-quinoline.

Sources & evidence

ORD record
ord-3e540a923caf44f78c3adf4863953a6a
Source dataset
uspto-grants-2013_12
Patent number
US08618132B2

Reaction notes

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