Water → N-[(2,4-dichlorophenyl)methyl]-1-[5-(2-trimethylsilylethynyl)pyrimidin-2-yl]pyrrolidin-3-amine

HRID 300031Notes

Reaction equation

HRID 300031 reaction equation
[CH3:23][Si:24]([CH3:25])([CH3:26])[C:27]#[CH:28].[CH3:29][CH2:30][N:31]([CH2:32][CH3:33])[CH2:34][CH3:35].[Cl:1][c:2]1[c:3]([CH2:4][NH:5][CH:6]2[CH2:7][N:8]([c:11]3[n:12][cH:13][c:14]([Br:17])[cH:15][n:16]3)[CH2:9][CH2:10]2)[cH:18][cH:19][c:20]([Cl:22])[cH:21]1.[Cu:78][I:79].[OH2:36].[Pd:37]([Cl:38])[Cl:39].[c:40]1([P:41]([c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[c:48]2[cH:49][cH:50][cH:51][cH:52][cH:53]2)[cH:54][cH:55][cH:56][cH:57][cH:58]1.[c:59]1([P:60]([c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[c:67]2[cH:68][cH:69][cH:70][cH:71][cH:72]2)[cH:73][cH:74][cH:75][cH:76][cH:77]1>>[Cl:1][c:2]1[c:3]([CH2:4][NH:5][CH:6]2[CH2:7][N:8]([c:11]3[n:12][cH:13][c:14]([C:28]#[C:27][Si:24]([CH3:23])([CH3:25])[CH3:26])[cH:15][n:16]3)[CH2:9][CH2:10]2)[cH:18][cH:19][c:20]([Cl:22])[cH:21]1

Participants

8

Reactant 7

HCID 962WaterHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 668540391-(5-bromopyrimidin-2-yl)-N-[(2,4-dichlorophenyl)methyl]pyrrolidin-3-amine

Product 1

HCID 66854857N-[(2,4-dichlorophenyl)methyl]-1-[5-(2-trimethylsilylethynyl)pyrimidin-2-yl]pyrrolidin-3-amine

Sources & evidence

ORD record
ord-816e255d4bab42459646bb2dfca6bb44
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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