Acetonitrile → 3-[(3-bromophenyl)ethynyl]-1-(triisopropylsilyl)-1H-pyrrole

HRID 148579

Reaction equation

HRID 148579 reaction equation
[Br:16][c:17]1[cH:18][c:19]([C:23]#[CH:24])[cH:20][cH:21][cH:22]1.[CH3:25][C:26]#[N:27].[CH3:28][CH2:29][N:30]([CH2:31][CH3:32])[CH2:33][CH3:34].[CH:1]([CH3:2])([CH3:3])[Si:4]([n:5]1[cH:6][cH:7][cH:8][cH:9]1)([CH:10]([CH3:11])[CH3:12])[CH:13]([CH3:14])[CH3:15].[Cu:112][I:113].[cH:35]1[cH:36][cH:37][c:38]([P:39]([Pd:40]([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)[c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)([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)[c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[P:79]([c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)([c:86]2[cH:87][cH:88][cH:89][cH:90][cH:91]2)[c:92]2[cH:93][cH:94][cH:95][cH:96][cH:97]2)([c:98]2[cH:99][cH:100][cH:101][cH:102][cH:103]2)[c:104]2[cH:105][cH:106][cH:107][cH:108][cH:109]2)[cH:110][cH:111]1>>[CH:1]([CH3:2])([CH3:3])[Si:4]([n:5]1[cH:6][c:7]([C:24]#[C:23][c:19]2[cH:18][c:17]([Br:16])[cH:22][cH:21][cH:20]2)[cH:8][cH:9]1)([CH:10]([CH3:11])[CH3:12])[CH:13]([CH3:14])[CH3:15]

Participants

7

Reactant 6

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 145136N-TriisopropylsilylpyrroleHCID 114808181-Bromo-3-ethynylbenzeneHCID 178420554HCID 178420554, compound

Product 1

HCID 687008993-[(3-bromophenyl)ethynyl]-1-(triisopropylsilyl)-1H-pyrrole

Sources & evidence

ORD record
ord-621a80731c9e4fe4ab29d6611f875117
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Linked notes

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