Acetate → 4-[4-[5-(2-Phenoxyethylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]phenyl]but-3-yn-1-ol

HRID 1209591Notes

Reaction equation

HRID 1209591 reaction equation
[CH2:43]([CH2:44][C:45]#[CH:46])[OH:47].[CH2:48]([NH:49][CH2:50][CH3:51])[CH3:52].[CH3:53][S:54]([CH3:55])=[O:56].[Cu:66][I:67].[O-:58][C:59]([CH3:60])=[O:61].[O-:62][C:63]([CH3:64])=[O:65].[O:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[CH2:8][CH2:9][S:10][CH2:11][c:12]1[o:13][c:14](-[c:17]2[cH:18][cH:19][c:20]([Br:23])[cH:21][cH:22]2)[n:15][n:16]1.[Pd+2:57].[c:24]1([P:25]([c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:38][cH:39][cH:40][cH:41][cH:42]1>>[O:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[CH2:8][CH2:9][S:10][CH2:11][c:12]1[o:13][c:14](-[c:17]2[cH:18][cH:19][c:20]([C:46]#[C:45][CH2:44][CH2:43][OH:47])[cH:21][cH:22]2)[n:15][n:16]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 679Dimethyl SulfoxideHCID 8021DiethylamineHCID 11776TriphenylphosphineHCID 135663-Butyn-1-OLHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 21108582HCID 21108582, compound

Product 1

HCID 211085704-[4-[5-(2-Phenoxyethylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]phenyl]but-3-yn-1-ol

Sources & evidence

ORD record
ord-b6291df8c15a4842b93cfca9afd56be1
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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