Hydrochloric Acid → 6-{1-[(3S,4S)-3-(4-Chloro-phenyl)-piperidin-4-yl]-ethylamino}-nicotinonitrile

HRID 2191146Notes

Reaction equation

HRID 2191146 reaction equation
ClC1C=CC(OCC2CCNCC2C2C=CC(Cl)=CC=2)=NC=1.Cl.C([N:31]1[CH2:36][CH2:35][C@H:34]([CH:37]([NH:39][C:40]2[CH:47]=[CH:46][C:43]([C:44]#[N:45])=[CH:42][N:41]=2)[CH3:38])[C@@H:33]([C:48]2[CH:53]=[CH:52][C:51]([Cl:54])=[CH:50][CH:49]=2)[CH2:32]1)C1C=CC=CC=1>>[Cl:54][C:51]1[CH:52]=[CH:53][C:48]([C@@H:33]2[C@@H:34]([CH:37]([NH:39][C:40]3[CH:47]=[CH:46][C:43]([C:44]#[N:45])=[CH:42][N:41]=3)[CH3:38])[CH2:35][CH2:36][NH:31][CH2:32]2)=[CH:49][CH:50]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 594381866-{1-[(3S,4S)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethylamino}-nicotinonitrileHCID 712055575-chloro-2-[(3RS, 4RS)-3-(4-chloro-phenyl)-piperidin-4-ylmethoxy]-pyridine

Product 1

HCID 594381266-{1-[(3S,4S)-3-(4-Chloro-phenyl)-piperidin-4-yl]-ethylamino}-nicotinonitrile

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 6-{1-[(3S,4S)-1-Benzyl-3-(4-chloro-phenyl)-piperidin-4-yl]-ethylamino}-nicotinonitrile as light yellow viscous oil. MS (m/e): 341.2 [(M+H)+].

Sources & evidence

ORD record
ord-27cac08cd93946e7afbd42916448ef2d
Source dataset
uspto-grants-2012_12
Patent number
US08324248B2

Reaction notes

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