Toluene → 5-(5-Chloropyridin-3-ylethynyl)-2-fluoro-N-methylbenzamide

HRID 2153655Notes

Reaction equation

HRID 2153655 reaction equation
[CH3:22][CH2:23][N:24]([CH2:25][CH3:26])[CH2:27][CH3:28].[CH3:72][c:73]1[cH:74][cH:75][cH:76][cH:77][cH:78]1.[Cl:1][c:2]1[cH:3][n:4][cH:5][c:6]([C:8]#[CH:9])[cH:7]1.[Cu:70][I:71].[F:10][c:11]1[c:12]([C:13](=[O:14])[NH:15][CH3:16])[cH:17][c:18]([I:21])[cH:19][cH:20]1.[Pd:29]([Cl:30])[Cl:31].[c:32]1([P:33]([c:34]2[cH:35][cH:36][cH:37][cH:38][cH:39]2)[c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[cH:46][cH:47][cH:48][cH:49][cH:50]1.[c:51]1([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[cH:65][cH:66][cH:67][cH:68][cH:69]1>>[Cl:1][c:2]1[cH:3][n:4][cH:5][c:6]([C:8]#[C:9][c:18]2[cH:17][c:12]([C:13](=[O:14])[NH:15][CH3:16])[c:11]([F:10])[cH:20][cH:19]2)[cH:7]1

Participants

8

Reactant 7

HCID 1140TolueneHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 235008873-Chloro-5-ethynylpyridineHCID 670476742-Fluoro-5-iodo-N-methylbenzamide

Product 1

HCID 670481075-(5-Chloropyridin-3-ylethynyl)-2-fluoro-N-methylbenzamide

Sources & evidence

ORD record
ord-8b30520fb88148afadd969d8cf38cb9e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

Loading…