Acetate → 4-(2-Methyl-5-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 307639Notes

Reaction equation

HRID 307639 reaction equation
[Br:47][c:48]1[c:49]([CH3:57])[cH:50][cH:51][c:52]([N+:54](=[O:55])[O-:56])[cH:53]1.[C:84]([O-:85])(=[O:86])[CH3:87].[C:89]([O-:90])(=[O:91])[CH3:92].[CH3:71][C:72]([CH3:73])([O-:74])[CH3:75].[CH3:77][c:78]1[cH:79][cH:80][cH:81][cH:82][cH:83]1.[N:58]1([C:64](=[O:65])[O:66][C:67]([CH3:68])([CH3:69])[CH3:70])[CH2:59][CH2:60][NH:61][CH2:62][CH2:63]1.[Na+:76].[Pd+2:88].[cH:1]1[cH:2][cH:3][c:4]([P:5]([c:6]2[cH:7][cH:8][c:9]3[c:10]([cH:11][cH:12][cH:13][cH:14]3)[c:15]2-[c:16]2[c:17]3[c:18]([cH:19][cH:20][cH:21][cH:22]3)[cH:23][cH:24][c:25]2[P:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[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)[cH:45][cH:46]1>>[c:48]1([N:61]2[CH2:60][CH2:59][N:58]([C:64](=[O:65])[O:66][C:67]([CH3:68])([CH3:69])[CH3:70])[CH2:63][CH2:62]2)[c:49]([CH3:57])[cH:50][cH:51][c:52]([N+:54](=[O:55])[O-:56])[cH:53]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 923Sodium ionHCID 1140TolueneHCID 821892-Bromo-4-nitrotolueneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 143452tert-Butyl piperazine-1-carboxylateHCID 634876Binap, (A+-)-HCID 45749132-Methylpropan-2-olate

Product 1

HCID 665999004-(2-Methyl-5-nitro-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-69f9c4c55c294a87a44cf83c8e7d458b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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