Diisopropylamine → 7-Chloro-5-(3-dimethylamino-prop-1-ynyl)-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one

HRID 319312Notes

Reaction equation

HRID 319312 reaction equation
[Br:7][c:8]1[cH:9][c:10]2[c:14]([c:15]([Cl:17])[cH:16]1)[C:13](=[O:18])[N:12]([CH2:19][c:20]1[cH:21][cH:22][c:23]([O:26][C:27]([F:28])([F:29])[F:30])[cH:24][cH:25]1)[CH2:11]2.[CH3:1][N:2]([CH2:3][C:4]#[CH:5])[CH3:6].[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]([CH2:3][C:4]#[C:5][c:8]1[cH:9][c:10]2[c:14]([c:15]([Cl:17])[cH:16]1)[C:13](=[O:18])[N:12]([CH2:19][c:20]1[cH:21][cH:22][c:23]([O:26][C:27]([F:28])([F:29])[F:30])[cH:24][cH:25]1)[CH2:11]2)[CH3:6]

Participants

7

Reactant 6

HCID 7912DiisopropylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 81643N,N-DimethylpropargylamineHCID 117044755-Bromo-7-chloro-2-(4-trifluoromethoxybenzyl)-2,3-dihydroisoindol-1-one

Product 1

HCID 115825947-Chloro-5-(3-dimethylamino-prop-1-ynyl)-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one

Sources & evidence

ORD record
ord-5779d871bd1d4c6e860bf44415ca5a42
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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