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Toluene → 1-O-tert-butyl 3-O-methyl 4-(3-chlorophenyl)piperazine-1,3-dicarboxylate

HRID 146879
Notes
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Reaction equation

HRID 146879 reaction equation
[Br:18][c:19]1[cH:20][c:21]([Cl:25])[cH:22][cH:23][cH:24]1.[C:72](=[O:73])([O-:74])[O-:75].[CH3:78][c:79]1[cH:80][cH:81][cH:82][cH:83][cH:84]1.[Cs+:76].[Cs+:77].[N:1]1([C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH2:2][CH:3]([C:7](=[O:8])[O:9][CH3:10])[NH:4][CH2:5][CH2:6]1.[O:105]=[C:106]([CH:107]=[CH:108][c:109]1[cH:110][cH:111][cH:112][cH:113][cH:114]1)[CH:115]=[CH:116][c:117]1[cH:118][cH:119][cH:120][cH:121][cH:122]1.[O:123]=[C:124]([CH:125]=[CH:126][c:127]1[cH:128][cH:129][cH:130][cH:131][cH:132]1)[CH:133]=[CH:134][c:135]1[cH:136][cH:137][cH:138][cH:139][cH:140]1.[O:87]=[C:88]([CH:89]=[CH:90][c:91]1[cH:92][cH:93][cH:94][cH:95][cH:96]1)[CH:97]=[CH:98][c:99]1[cH:100][cH:101][cH:102][cH:103][cH:104]1.[Pd:85].[Pd:86].[cH:26]1[cH:27][cH:28][c:29]([P:30]([c:31]2[cH:32][cH:33][c:34]3[c:35]([cH:36][cH:37][cH:38][cH:39]3)[c:40]2-[c:41]2[c:42]3[c:43]([cH:44][cH:45][cH:46][cH:47]3)[cH:48][cH:49][c: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)[cH:70][cH:71]1>>[N:1]1([C:11](=[O:12])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])[CH2:2][CH:3]([C:7](=[O:8])[O:9][CH3:10])[N:4]([c:19]2[cH:20][c:21]([Cl:25])[cH:22][cH:23][cH:24]2)[CH2:5][CH2:6]1
ParticipantsSources & evidenceReaction notes

Participants

9

Reactant 8

HCID 1140TolueneHCID 79281-Bromo-3-chlorobenzeneHCID 19660Carbonate IonHCID 23938Palladium2×HCID 95417Dibenzylidene acetone3×HCID 104967Cesium cation2×HCID 634876Binap, (A+-)-
HCID 27568191-tert-Butyl 3-methyl piperazine-1,3-dicarboxylate

Product 1

HCID 692444761-O-tert-butyl 3-O-methyl 4-(3-chlorophenyl)piperazine-1,3-dicarboxylate

Sources & evidence

ORD record
ord-9e7d08c2408c4224a7c56c25fc773104
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes