Tetrahydrofuran → Cyclopropyl-methyl-(4-methyl-3-trimethylsilanylethynyl-benzyl)-amine

HRID 2349561Notes

Reaction equation

HRID 2349561 reaction equation
[CH2:15]([N:16]([CH2:17][CH3:18])[CH2:19][CH3:20])[CH3:21].[CH3:27][Si:28]([CH3:29])([CH3:30])[C:31]#[CH:32].[CH3:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].[CH3:82][CH2:83][O:84][C:85](=[O:86])[CH3:87].[CH:1]1([N:4]([CH3:5])[CH2:6][c:7]2[cH:8][c:9]([Br:14])[c:10]([CH3:13])[cH:11][cH:12]2)[CH2:2][CH2:3]1.[Cu:39][I:40].[O:22]1[CH2:23][CH2:24][CH2:25][CH2:26]1.[Pd:41]([Cl:42])[Cl:43].[c:44]1([P:45]([c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)[cH:58][cH:59][cH:60][cH:61][cH:62]1.[c:63]1([P:64]([c:65]2[cH:66][cH:67][cH:68][cH:69][cH:70]2)[c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)[cH:77][cH:78][cH:79][cH:80][cH:81]1>>[CH:1]1([N:4]([CH3:5])[CH2:6][c:7]2[cH:8][c:9]([C:32]#[C:31][Si:28]([CH3:27])([CH3:29])[CH3:30])[c:10]([CH3:13])[cH:11][cH:12]2)[CH2:2][CH2:3]1

Participants

10

Reactant 9

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 21107149Benzenemethanamine, 3-bromo-N-cyclopropyl-N,4-dimethyl-

Product 1

HCID 57424248Cyclopropyl-methyl-(4-methyl-3-trimethylsilanylethynyl-benzyl)-amine

Sources & evidence

ORD record
ord-4499329dd3574dddbafbaa70d46600d4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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