Acetic Acid → 2-Chloro-5-(3,5-dimethylpiperazin-1-yl)aniline

HRID 107900Notes

Reaction equation

HRID 107900 reaction equation
[CH2:67]1[O:68][CH2:69][CH2:70][O:71][CH2:72]1.[CH3:10][C:11]([O:12][C:13](=[O:14])[CH3:15])=[O:16].[CH3:17][C:18](=[O:19])[NH2:20].[CH3:21][CH:22]1[NH:23][CH:24]([CH3:28])[CH2:25][NH:26][CH2:27]1.[CH3:29][C:30]([CH3:31])([O-:32])[CH3:33].[CH3:63][C:64](=[O:65])[OH:66].[CH3:73][CH2:74][O:75][C:76](=[O:77])[CH3:78].[CH:35]1([P:36]([CH:37]2[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42]2)[c:43]2[cH:44][cH:45][cH:46][cH:47][c:48]2-[c:49]2[cH:50][cH:51][cH:52][cH:53][c:54]2[N:55]([CH3:56])[CH3:57])[CH2:58][CH2:59][CH2:60][CH2:61][CH2:62]1.[Cl:1][c:2]1[c:3]([NH2:4])[cH:5][c:6]([I:9])[cH:7][cH:8]1.[Na+:34].[O:117]=[C:118]([CH:119]=[CH:120][c:121]1[cH:122][cH:123][cH:124][cH:125][cH:126]1)[CH:127]=[CH:128][c:129]1[cH:130][cH:131][cH:132][cH:133][cH:134]1.[O:81]=[C:82]([CH:83]=[CH:84][c:85]1[cH:86][cH:87][cH:88][cH:89][cH:90]1)[CH:91]=[CH:92][c:93]1[cH:94][cH:95][cH:96][cH:97][cH:98]1.[O:99]=[C:100]([CH:101]=[CH:102][c:103]1[cH:104][cH:105][cH:106][cH:107][cH:108]1)[CH:109]=[CH:110][c:111]1[cH:112][cH:113][cH:114][cH:115][cH:116]1.[Pd:79].[Pd:80]>>[Cl:1][c:2]1[c:3]([NH2:4])[cH:5][c:6]([N:26]2[CH2:25][CH:24]([CH3:28])[NH:23][CH:22]([CH3:21])[CH2:27]2)[cH:7][cH:8]1

Participants

13

Reactant 12

HCID 176Acetic AcidHCID 178AcetamideHCID 923Sodium ionHCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 660562,6-DimethylpiperazineHCID 95417Dibenzylidene acetone3×HCID 27342172-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenylHCID 45749132-Methylpropan-2-olateHCID 398719712-Chloro-5-iodoaniline

Product 1

HCID 691968432-Chloro-5-(3,5-dimethylpiperazin-1-yl)aniline

Sources & evidence

ORD record
ord-8293520a2ed34902ad9cc332e20afc00
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

Loading…