3,5-Dichloropyridazine → (1R,6S)-8-(6-Chloropyridazin-4-yl)-3-{[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}-3,8-diazabicyclo[4.2.0]octane

HRID 1193167Notes

Reaction equation

HRID 1193167 reaction equation
C12N(C3C=NC4C(=CC=CC=4)N=3)CC1CCNC2.[C@@H:19]12[NH:26][CH2:25][C@@H:24]1[CH2:23][CH2:22][N:21]([C:27]([C:29]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=1[N:36]1[N:40]=[CH:39][CH:38]=[N:37]1)=[O:28])[CH2:20]2.[Cl:41][C:42]1[N:43]=[N:44][CH:45]=[C:46](Cl)[CH:47]=1>>[Cl:41][C:42]1[N:43]=[N:44][CH:45]=[C:46]([N:26]2[C@@H:19]3[C@@H:24]([CH2:23][CH2:22][N:21]([C:27]([C:29]4[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=4[N:36]4[N:40]=[CH:39][CH:38]=[N:37]4)=[O:28])[CH2:20]3)[CH2:25]2)[CH:47]=1

Participants

4

Reactant 3

HCID 199596873,5-DichloropyridazineHCID 67116560(1R,6S)-3,8-diazabicyclo[4.2.0]octan-3-yl(5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl)methanoneHCID 671166512-(3,8-Diaza-bicyclo[4.2.0]oct-8-yl)-quinoxaline

Product 1

HCID 52919815(1R,6S)-8-(6-Chloropyridazin-4-yl)-3-{[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}-3,8-diazabicyclo[4.2.0]octane

Procedure

The title compound was prepared in a manner analogous to Intermediate 2, Step A, using (1R,6S)-3,8-diazabicyclo[4.2.0]octan-3-yl(5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl)methanone and 3,5-dichloropyridazine. MS (ESI) mass calcd. for C19H17ClFN7O, 413.9; m/z found, 414.1 [M+H]+.

Sources & evidence

ORD record
ord-b54d2c3cee4b412883459bfb409db59e
Source dataset
uspto-grants-2014_03
Patent number
US08680275B2

Reaction notes

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