Sertraline → (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetate

HRID 1358097Notes

Reaction equation

[C:1]([O-:11])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].[CH3:12][NH:13][C@@H:14]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[C@H:17]([C:24]2[CH:25]=[CH:26][C:27]([Cl:31])=[C:28]([Cl:30])[CH:29]=2)[CH2:16][CH2:15]1>>[CH3:12][NH:13][C@@H:14]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[C@H:17]([C:24]2[CH:25]=[CH:26][C:27]([Cl:31])=[C:28]([Cl:30])[CH:29]=2)[CH2:16][CH2:15]1.[C:1]([O-:11])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3]

Participants

Reactant 2

HCID 68617Sertraline

HCID 3839223Mandelate ion

Product 1

HCID 131718189(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine;2-hydroxy-2-phenylacetate

Procedure

NMR data matched that of the mandelate salt of sertraline.

Sources & evidence

ORD record: ord-4618b4c8a35049599e26641bc7b216f6
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06593496B1

Reaction notes

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