Dimethylformamide → 6-(4-Chloro-phenyl)-2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylethynyl]-quinoline

HRID 1555570Notes

Reaction equation

HRID 1555570 reaction equation
[Br:1][c:2]1[n:3][c:4]2[cH:5][cH:6][c:7](-[c:12]3[cH:13][cH:14][c:15]([Cl:18])[cH:16][cH:17]3)[cH:8][c:9]2[cH:10][cH:11]1.[C:19](#[CH:20])[c:21]1[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][N:28]2[CH2:29][CH2:30][CH2:31][CH2:32]2)[cH:33][cH:34]1.[CH3:35][CH2:36][N:37]([CH2:38][CH3:39])[CH2:40][CH3:41].[CH3:47][C:48]#[N:49].[Cu:50][I:51].[O:42]=[CH:43][N:44]([CH3:45])[CH3:46].[Pd:52]([Cl:53])[Cl:54].[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1.[c:74]1([P:75]([c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[cH:88][cH:89][cH:90][cH:91][cH:92]1>>[c:2]1([C:20]#[C:19][c:21]2[cH:22][cH:23][c:24]([O:25][CH2:26][CH2:27][N:28]3[CH2:29][CH2:30][CH2:31][CH2:32]3)[cH:33][cH:34]2)[n:3][c:4]2[cH:5][cH:6][c:7](-[c:12]3[cH:13][cH:14][c:15]([Cl:18])[cH:16][cH:17]3)[cH:8][c:9]2[cH:10][cH:11]1

Participants

9

Reactant 8

HCID 6228DimethylformamideHCID 6342AcetonitrileHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 859696922-Bromo-6-(4-chloro-phenyl)-quinolineHCID 859698151-[2-(4-Ethynyl-phenoxy)-ethyl]-pyrrolidine

Product 1

HCID 598358386-(4-Chloro-phenyl)-2-[4-(2-pyrrolidin-1-yl-ethoxy)-phenylethynyl]-quinoline

Sources & evidence

ORD record
ord-5c3868ddebf9460e8a3294c5e7b5efaf
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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