Cyanide → t-Butyl 3-bromo-5-cyanobenzoate

HRID 188495Notes

Reaction equation

HRID 188495 reaction equation
[Br:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][c:13]([I:15])[cH:14]1.[C-:21]#[N:22].[C-:24]#[N:25].[CH3:16][N:17]([CH3:18])[CH:19]=[O:20].[Zn+2:23].[cH:26]1[cH:27][cH:28][c:29]([P:30]([Pd:31]([P:32]([c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)([c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)([P:51]([c:52]2[cH:53][cH:54][cH:55][cH:56][cH:57]2)([c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[P:70]([c:71]2[cH:72][cH:73][cH:74][cH:75][cH:76]2)([c:77]2[cH:78][cH:79][cH:80][cH:81][cH:82]2)[c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)([c:89]2[cH:90][cH:91][cH:92][cH:93][cH:94]2)[c:95]2[cH:96][cH:97][cH:98][cH:99][cH:100]2)[cH:101][cH:102]1>>[Br:1][c:2]1[cH:3][c:4]([C:5](=[O:6])[O:7][C:8]([CH3:9])([CH3:10])[CH3:11])[cH:12][c:13]([C:16]#[N:17])[cH:14]1

Participants

6

Reactant 5

HCID 5975Cyanide2×HCID 6228DimethylformamideHCID 32051Zinc(2+)HCID 574859731,1-Dimethylethyl 3-bromo-5-iodobenzoateHCID 178420554HCID 178420554, compound

Product 1

HCID 69312160t-Butyl 3-bromo-5-cyanobenzoate

Sources & evidence

ORD record
ord-bb16dd3d3c9448f1a17493bdfd2c75a5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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