Triethylamine → 1-Cyclopropyl-6-trimethylsilanylethynyl-4,4-dimethyl-1,2,3,4-tetrahydroquinoline

HRID 1218473Notes

Reaction equation

HRID 1218473 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:9]([cH:10][cH:11]1)[N:8]([CH:12]1[CH2:13][CH2:14]1)[CH2:7][CH2:6][C:5]2([CH3:15])[CH3:16].[CH2:66]([N:67]([CH2:68][CH3:69])[CH2:70][CH3:71])[CH3:72].[CH3:17][Si:18]([CH3:19])([CH3:20])[C:21]#[CH:22].[Cu:23][I:24].[Pd:25]([Cl:26])[Cl:27].[c:28]1([P:29]([c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[cH:42][cH:43][cH:44][cH:45][cH:46]1.[c:47]1([P:48]([c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[cH:61][cH:62][cH:63][cH:64][cH:65]1>>[c:2]1([C:22]#[C:21][Si:18]([CH3:17])([CH3:19])[CH3:20])[cH:3][c:4]2[c:9]([cH:10][cH:11]1)[N:8]([CH:12]1[CH2:13][CH2:14]1)[CH2:7][CH2:6][C:5]2([CH3:15])[CH3:16]

Participants

7

Reactant 6

HCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 225689356-Bromo-1-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroquinoline

Product 1

HCID 225687951-Cyclopropyl-6-trimethylsilanylethynyl-4,4-dimethyl-1,2,3,4-tetrahydroquinoline

Sources & evidence

ORD record
ord-7c103e52198644d6ba13b50c933889d4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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