Hydrochloric Acid → 5-Chloro-2-{(S)-1-[(3R,4R)-3-(4-chloro-phenyl)-piperidin-4-yl]-ethoxy}-pyridine

HRID 2191116Notes

Reaction equation

HRID 2191116 reaction equation
ClC1C=CC(OCC2CCNCC2C2C=CC(Cl)=CC=2)=NC=1.Cl.C([N:31]1[CH2:36][CH2:35][C@@H:34]([C@@H:37]([O:39][C:40]2[CH:45]=[CH:44][C:43]([Cl:46])=[CH:42][N:41]=2)[CH3:38])[C@H:33]([C:47]2[CH:52]=[CH:51][C:50]([Cl:53])=[CH:49][CH:48]=2)[CH2:32]1)C1C=CC=CC=1>>[Cl:46][C:43]1[CH:44]=[CH:45][C:40]([O:39][C@H:37]([C@@H:34]2[CH2:35][CH2:36][NH:31][CH2:32][C@H:33]2[C:47]2[CH:48]=[CH:49][C:50]([Cl:53])=[CH:51][CH:52]=2)[CH3:38])=[N:41][CH:42]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 594381182-{(S)-1-[(3R,4R)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethoxy}-5-chloro-pyridineHCID 712055575-chloro-2-[(3RS, 4RS)-3-(4-chloro-phenyl)-piperidin-4-ylmethoxy]-pyridine

Product 1

HCID 594381065-Chloro-2-{(S)-1-[(3R,4R)-3-(4-chloro-phenyl)-piperidin-4-yl]-ethoxy}-pyridine

Procedure

In analogy to the procedure described for the synthesis of 5-chloro-2-[(3RS, 4RS)-3-(4-chloro-phenyl)-piperidin-4-ylmethoxy]-pyridine; hydrochloride (example 1, step h) the title compound was prepared from 2-{(S)-1-[(3R,4R)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethoxy}-5-chloro-pyridine as light yellow viscous oil. MS (m/e): 351.2 [(M+H)+].

Sources & evidence

ORD record
ord-801f93076a6b46a484ab354b1f2240a8
Source dataset
uspto-grants-2012_12
Patent number
US08324248B2

Reaction notes

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