Toluene → 2-(3-chloro-4-methylsulfonylphenyl)-3-cyclopentyl-N-[5-(3-hydroxy-3-methylbut-1-ynyl)pyrazin-2-yl]propanamide

HRID 90785Notes

Reaction equation

HRID 90785 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([NH:8][C:9]([CH:10]([CH2:11][CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16]2)[c:17]2[cH:18][c:19]([Cl:27])[c:20]([S:23](=[O:24])(=[O:25])[CH3:26])[cH:21][cH:22]2)=[O:28])[n:6][cH:7]1.[CH3:44][c:45]1[cH:46][cH:47][cH:48][cH:49][cH:50]1.[CH:29]([N:30]([CH2:31][CH3:32])[CH:33]([CH3:34])[CH3:35])([CH3:36])[CH3:37].[Cu:92][I:93].[OH:38][C:39]([C:40]#[CH:41])([CH3:42])[CH3:43].[Pd:51]([Cl:52])[Cl:53].[c:54]1([P:55]([c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69][cH:70][cH:71][cH:72]1.[c:73]1([P:74]([c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[cH:87][cH:88][cH:89][cH:90][cH:91]1>>[c:2]1([C:41]#[C:40][C:39]([OH:38])([CH3:42])[CH3:43])[n:3][cH:4][c:5]([NH:8][C:9]([CH:10]([CH2:11][CH:12]2[CH2:13][CH2:14][CH2:15][CH2:16]2)[c:17]2[cH:18][c:19]([Cl:27])[c:20]([S:23](=[O:24])(=[O:25])[CH3:26])[cH:21][cH:22]2)=[O:28])[n:6][cH:7]1

Participants

8

Reactant 7

HCID 1140TolueneHCID 82582-Methyl-3-butyn-2-olHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 81531DiisopropylethylamineHCID 21897386N-(5-bromo-pyrazin-2-yl)-2-(3-chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionamide

Product 1

HCID 674829242-(3-chloro-4-methylsulfonylphenyl)-3-cyclopentyl-N-[5-(3-hydroxy-3-methylbut-1-ynyl)pyrazin-2-yl]propanamide

Sources & evidence

ORD record
ord-08e641a5ff85424a80c3387a9fc911b2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

Loading…