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

HRID 112231Notes

Reaction equation

HRID 112231 reaction equation
[Br:1][c:2]1[s:3][cH:4][cH:5][n:6]1.[CH3:23][O:24][CH2:25][CH2:26][O:27][CH3:28].[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:29][I:30].[Pd:31]([Cl:32])[Cl:33].[c:34]1([P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[cH:48][cH:49][cH:50][cH:51][cH:52]1.[c:53]1([P:54]([c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[cH:67][cH:68][cH:69][cH:70][cH:71]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

8

Reactant 7

HCID 80711,2-DimethoxyethaneHCID 8471TriethylamineHCID 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-60adf46f770b41748fd3b251ee86b2b8
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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