Acetic Acid → p-Toluenesulfonic acid

HRID 2348340Notes

Reaction equation

HRID 2348340 reaction equation
[Br:7][c:8]1[cH:9][c:10]([NH2:15])[cH:11][n:12][c:13]1[Cl:14].[C:27]([O:28][BH-:29]([O:30][C:31](=[O:32])[CH3:33])[O:34][C:35](=[O:36])[CH3:37])(=[O:38])[CH3:39].[CH3:42][c:43]1[cH:44][cH:45][c:46]([S:49](=[O:50])(=[O:51])[OH:52])[cH:47][cH:48]1.[CH3:53][C:54](=[O:55])[OH:56].[CH3:57][CH2:58][O:59][C:60](=[O:61])[CH3:62].[CH3:63][CH2:64][OH:65].[Mg+2:1].[N:16]12[CH2:17][CH:18]3[C:19](=[O:26])[CH:20]([CH2:21][CH:22]([CH2:23]1)[CH2:24]3)[CH2:25]2.[Na+:40].[O-:2][S:3](=[O:4])(=[O:5])[O-:6].[OH2:41]>>[Br:7][c:8]1[cH:9][c:10]([NH:15][CH:19]2[CH:18]3[CH2:17][N:16]4[CH2:23][CH:22]([CH2:21][CH:20]2[CH2:25]4)[CH2:24]3)[cH:11][n:12][c:13]1[Cl:14].[CH3:42][c:43]1[cH:44][cH:45][c:46]([S:49](=[O:50])(=[O:51])[OH:52])[cH:47][cH:48]1

Participants

13

Reactant 11

HCID 176Acetic AcidHCID 702EthanolHCID 888Magnesium CationHCID 923Sodium ionHCID 962WaterHCID 1117Sulfate IonHCID 6101p-Toluenesulfonic acidHCID 8857Ethyl AcetateHCID 1426421-Azatricyclo(3.3.1.1,3,7)decan-4-oneHCID 2724942TriacetoxyborohydrideHCID 145952215-Bromo-6-chloropyridin-3-amine

Product 2

HCID 6101p-Toluenesulfonic acidHCID 24990482N-(5-bromo-6-chloro-3-pyridinyl)-1-azatricyclo[3.3.1.13,7]decan-4-amine

Sources & evidence

ORD record
ord-956356ec97c845b2b635c9dac79bf78e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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