Methanol → (4-{4-[5-(4-Chloro-phenyl)-pyridin-2-yl]-but-3-ynyl}-phenyl)-methanol

HRID 2127874

Reaction equation

HRID 2127874 reaction equation
[CH2:1]([CH2:2][C:3]#[CH:4])[c:5]1[cH:6][cH:7][c:8]([CH2:11][OH:12])[cH:9][cH:10]1.[CH3:27][CH2:28][N:29]([CH2:30][CH3:31])[CH2:32][CH3:33].[CH3:39][CH2:40][O:41][C:42]([CH3:43])=[O:44].[CH3:45][OH:46].[Cl:13][c:14]1[cH:15][cH:16][c:17](-[c:20]2[cH:21][cH:22][c:23]([I:26])[n:24][cH:25]2)[cH:18][cH:19]1.[Cu:47][I:48].[O:34]=[CH:35][N:36]([CH3:37])[CH3:38].[Pd:49]([Cl:50])[Cl:51].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1>>[CH2:1]([CH2:2][C:3]#[C:4][c:23]1[cH:22][cH:21][c:20](-[c:17]2[cH:16][cH:15][c:14]([Cl:13])[cH:19][cH:18]2)[cH:25][n:24]1)[c:5]1[cH:6][cH:7][c:8]([CH2:11][OH:12])[cH:9][cH:10]1

Participants

10

Reactant 9

HCID 887MethanolHCID 6228DimethylformamideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 235966094-(3-Butyn-1-yl)benzenemethanolHCID 859698495-(4-Chlorophenyl)-2-iodopyridine

Product 1

HCID 69071295(4-{4-[5-(4-Chloro-phenyl)-pyridin-2-yl]-but-3-ynyl}-phenyl)-methanol

Sources & evidence

ORD record
ord-fc41a866e8c340ef9f61dead63a66b4c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Linked notes

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