6-Chloro-2-picoline → (1R,6S)-8-(4,6-Dimethylpyridin-2-yl)-3,8-diazabicyclo[4.2.0]octane

HRID 1193095Notes

Reaction equation

HRID 1193095 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([N:8]2[C@@H:15]3[C@@H:10]([CH2:11][CH2:12][NH:13][CH2:14]3)[CH2:9]2)[CH:5]=[CH:4][CH:3]=1.Cl[C:17]1C=CC=C(C)N=1>>[CH3:17][C:4]1[CH:3]=[C:2]([CH3:1])[N:7]=[C:6]([N:8]2[C@@H:15]3[C@@H:10]([CH2:11][CH2:12][NH:13][CH2:14]3)[CH2:9]2)[CH:5]=1

Participants

3

Reactant 2

HCID 876016-Chloro-2-picolineHCID 67116915(1R,6S)-8-(6-Methylpyridin-2-yl)-3,8-diazabicyclo[4.2.0]octane

Product 1

HCID 67117261(1R,6S)-8-(4,6-Dimethylpyridin-2-yl)-3,8-diazabicyclo[4.2.0]octane

Procedure

The title compound was prepared in a manner analogous to Intermediate 40, substituting 2-chloro-4,6-dimethylpyridine for 2-chloro-6-methylpyridine in step A. MS (ESI) mass calcd. for C13H19N3, 217.2; m/z found, 218.1 [M+H]+.

Sources & evidence

ORD record
ord-fac5cce66ff6408b90caed5fe016aa78
Source dataset
uspto-grants-2014_03
Patent number
US08680275B2

Reaction notes

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