Toluene → 5-(5-Chloropyridin-3-ylethynyl)-2-fluorobenzamide

HRID 702439Notes

Reaction equation

HRID 702439 reaction equation
[CH3:21][CH2:22][N:23]([CH2:24][CH3:25])[CH2:26][CH3:27].[CH3:71][c:72]1[cH:73][cH:74][cH:75][cH:76][cH:77]1.[Cl:1][c:2]1[cH:3][n:4][cH:5][c:6]([C:8]#[CH:9])[cH:7]1.[Cu:69][I:70].[F:10][c:11]1[c:12]([C:13](=[O:14])[NH2:15])[cH:16][c:17]([I:20])[cH:18][cH:19]1.[Pd:28]([Cl:29])[Cl:30].[c:31]1([P:32]([c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[cH:45][cH:46][cH:47][cH:48][cH:49]1.[c:50]1([P:51]([c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[cH:64][cH:65][cH:66][cH:67][cH:68]1>>[Cl:1][c:2]1[cH:3][n:4][cH:5][c:6]([C:8]#[C:9][c:17]2[cH:16][c:12]([C:13](=[O:14])[NH2:15])[c:11]([F:10])[cH:19][cH:18]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 670478112-Fluoro-5-iodobenzamide

Product 1

HCID 670477065-(5-Chloropyridin-3-ylethynyl)-2-fluorobenzamide

Sources & evidence

ORD record
ord-fe221b71968c41a9a13f1ef96edb56f5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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