Triethylamine → Dipropyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine

HRID 944255Notes

Reaction equation

HRID 944255 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]([C:8]2([N:11]([CH2:12][CH2:13][CH3:14])[CH2:15][CH2:16][CH3:17])[CH2:9][CH2:10]2)[cH:6][cH:7]1.[CH3:18][Si:19]([CH3:20])([CH3:21])[C:22]#[CH:23].[CH3:24][CH2:25][N:26]([CH2:27][CH3:28])[CH2:29][CH3:30].[Cu:31][I:32].[Pd:33]([Cl:34])[Cl:35].[c:36]1([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[cH:50][cH:51][cH:52][cH:53][cH:54]1.[c:55]1([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[cH:69][cH:70][cH:71][cH:72][cH:73]1>>[c:2]1([C:23]#[C:22][Si:19]([CH3:18])([CH3:20])[CH3:21])[cH:3][cH:4][c:5]([C:8]2([N:11]([CH2:12][CH2:13][CH3:14])[CH2:15][CH2:16][CH3:17])[CH2:9][CH2:10]2)[cH:6][cH:7]1

Participants

7

Reactant 6

HCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 22568796[1-(4-Bromophenyl)-cyclopropyl]dipropylamine

Product 1

HCID 22568945Dipropyl-[1-(4-trimethylsilanylethynylphenyl)-cyclopropyl]-amine

Sources & evidence

ORD record
ord-87be00280f52442483a032fab7bf68a7
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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