1,2-Dimethoxyethane → 3-Chloro-5-(1,3-thiazol-2-ylethynyl)pyridine

HRID 673181Notes

Reaction equation

HRID 673181 reaction equation
[Br:1][c:2]1[s:3][cH:4][cH:5][n:6]1.[CH3:23][CH2:24][O:25][C:26](=[O:27])[CH3:28].[CH3:29][O:30][CH2:31][CH2:32][O:33][CH3:34].[CH3:7][CH2:8][N:9]([CH2:10][CH3:11])[CH2:12][CH3:13].[Cl:14][c:15]1[cH:16][n:17][cH:18][c:19]([C:21]#[CH:22])[cH:20]1.[Cu:35][I:36].[Pd:37]([Cl:38])[Cl:39].[c:40]1([P:41]([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[cH:54][cH:55][cH:56][cH:57][cH:58]1.[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1>>[c:2]1([C:22]#[C:21][c:19]2[cH:18][n:17][cH:16][c:15]([Cl:14])[cH:20]2)[s:3][cH:4][cH:5][n:6]1

Participants

9

Reactant 8

HCID 80711,2-DimethoxyethaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 764302-BromothiazoleHCID 235008873-Chloro-5-ethynylpyridine

Product 1

HCID 235008863-Chloro-5-(1,3-thiazol-2-ylethynyl)pyridine

Sources & evidence

ORD record
ord-a4606b8a02fe472abd402fa3e7b75603
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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