Water → 2-Nitro-5-((trimethylsilyl)ethynyl)pyridine

HRID 677387Notes

Reaction equation

HRID 677387 reaction equation
[Br:8][c:9]1[cH:10][cH:11][c:12]([N+:15](=[O:16])[O-:17])[n:13][cH:14]1.[CH3:18][Si:19]([CH3:20])([CH3:21])[C:22]#[CH:23].[CH3:1][N:2]1[CH2:3][CH2:4][CH2:5][C:6]1=[O:7].[CH:24]([N:25]([CH2:26][CH3:27])[CH:28]([CH3:29])[CH3:30])([CH3:31])[CH3:32].[Cu:110][I:111].[OH2:112].[cH:33]1[cH:34][cH:35][c:36]([P:37]([Pd:38]([P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)([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)([P:58]([c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)([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)[P:77]([c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)([c:84]2[cH:85][cH:86][cH:87][cH:88][cH:89]2)[c:90]2[cH:91][cH:92][cH:93][cH:94][cH:95]2)([c:96]2[cH:97][cH:98][cH:99][cH:100][cH:101]2)[c:102]2[cH:103][cH:104][cH:105][cH:106][cH:107]2)[cH:108][cH:109]1>>[c:9]1([C:23]#[C:22][Si:19]([CH3:18])([CH3:20])[CH3:21])[cH:10][cH:11][c:12]([N+:15](=[O:16])[O-:17])[n:13][cH:14]1

Participants

8

Reactant 7

HCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 81531DiisopropylethylamineHCID 8176205-Bromo-2-nitropyridineHCID 178420554HCID 178420554, compound

Product 1

HCID 580762652-Nitro-5-((trimethylsilyl)ethynyl)pyridine

Sources & evidence

ORD record
ord-3650526e947a4524bcc77d05676a8b6c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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