Diisopropylamine → 7-Methyl-2-(4-chloro-benzyl)-5-[3-(4-methyl-piperazin-1-yl)-prop-1-ynyl)-2,3-dihydro-isoindol-1-one

HRID 2340650Notes

Reaction equation

HRID 2340650 reaction equation
[Br:11][c:12]1[cH:13][c:14]2[c:18]([c:19]([CH3:21])[cH:20]1)[C:17](=[O:22])[N:16]([CH2:23][c:24]1[cH:25][cH:26][c:27]([Cl:30])[cH:28][cH:29]1)[CH2:15]2.[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][C:9]#[CH:10])[CH2:6][CH2:7]1.[CH:31]([NH:32][CH:33]([CH3:34])[CH3:35])([CH3:36])[CH3:37].[Cu:79][I:80].[Pd:38]([Cl:39])[Cl:40].[c:41]1([P:42]([c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1.[c:60]1([P:61]([c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[c:68]2[cH:69][cH:70][cH:71][cH:72][cH:73]2)[cH:74][cH:75][cH:76][cH:77][cH:78]1>>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([CH2:8][C:9]#[C:10][c:12]2[cH:13][c:14]3[c:18]([c:19]([CH3:21])[cH:20]2)[C:17](=[O:22])[N:16]([CH2:23][c:24]2[cH:25][cH:26][c:27]([Cl:30])[cH:28][cH:29]2)[CH2:15]3)[CH2:6][CH2:7]1

Participants

7

Reactant 6

HCID 7912DiisopropylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 116818375-Bromo-7-methyl-2-(4-chloro-benzyl)-2,3-dihydro-isoindol-1-oneHCID 135140911-Methyl-4-(prop-2-yn-1-yl)piperazine

Product 1

HCID 579494167-Methyl-2-(4-chloro-benzyl)-5-[3-(4-methyl-piperazin-1-yl)-prop-1-ynyl)-2,3-dihydro-isoindol-1-one

Sources & evidence

ORD record
ord-192f941aa2df489285d858b0a0569bdd
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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