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

HRID 1221397Notes

Reaction equation

HRID 1221397 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]([O:30][C:31]([F:32])([F:33])[F:34])[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:35]([NH:36][CH:37]([CH3:38])[CH3:39])([CH3:40])[CH3:41].[Cu:83][I:84].[Pd:42]([Cl:43])[Cl:44].[c:45]1([P:46]([c:47]2[cH:48][cH:49][cH:50][cH:51][cH:52]2)[c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[cH:59][cH:60][cH:61][cH:62][cH:63]1.[c:64]1([P:65]([c:66]2[cH:67][cH:68][cH:69][cH:70][cH:71]2)[c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[cH:78][cH:79][cH:80][cH:81][cH:82]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]([O:30][C:31]([F:32])([F:33])[F:34])[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 11560384HCID 11560384, compoundHCID 135140911-Methyl-4-(prop-2-yn-1-yl)piperazine

Product 1

HCID 579493417-Methyl-5-[3-(4-methyl-piperazin-1-yl)-prop-1-ynyl)-2-(4-trifluoromethoxy-benzyl)-2,3-dihydro-isoindol-1-one

Sources & evidence

ORD record
ord-1a42349d74904d8aa1f373670d48b1d5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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