Triethylamine → 3-Chloro-5-(4-fluoro-3-methoxyphenylethynyl)-pyridine

HRID 320597Notes

Reaction equation

HRID 320597 reaction equation
[CH3:11][CH2:12][N:13]([CH2:14][CH3:15])[CH2:16][CH3:17].[Cl:18][c:19]1[cH:20][n:21][cH:22][c:23]([C:25]#[CH:26])[cH:24]1.[Cu:68][I:69].[F:1][c:2]1[c:3]([O:9][CH3:10])[cH:4][c:5]([I:8])[cH:6][cH:7]1.[Pd:27]([Cl:28])[Cl:29].[c:30]1([P:31]([c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[cH:44][cH:45][cH:46][cH:47][cH:48]1.[c:49]1([P:50]([c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[cH:63][cH:64][cH:65][cH:66][cH:67]1>>[F:1][c:2]1[c:3]([O:9][CH3:10])[cH:4][c:5]([C:26]#[C:25][c:23]2[cH:22][n:21][cH:20][c:19]([Cl:18])[cH:24]2)[cH:6][cH:7]1

Participants

7

Reactant 6

HCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 235008873-Chloro-5-ethynylpyridineHCID 265982411-Fluoro-4-iodo-2-methoxybenzene

Product 1

HCID 670477813-Chloro-5-(4-fluoro-3-methoxyphenylethynyl)-pyridine

Sources & evidence

ORD record
ord-176bce4683dc49dca5c010864e1faa4d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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