(1S,6R)-3-Boc-3,8-diazabicyclo[4.2.0]octane → (1R,6S)-3,8-Diazabicyclo[4.2.0]octan-8-yl(2-fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)methanone

HRID 2175001Notes

Reaction equation

HRID 2175001 reaction equation
[C@H:1]12[N:8]([C:9]([C:11]3[C:16]([N:17]4[N:21]=[CH:20][CH:19]=[N:18]4)=[CH:15][CH:14]=[CH:13][C:12]=3[F:22])=[O:10])[CH2:7][C@H:6]1[CH2:5][CH2:4][NH:3][CH2:2]2.[C@H]12NC[C@H]1CCN(C(OC(C)(C)C)=O)C2>>[C@@H:1]12[N:8]([C:9]([C:11]3[C:16]([N:17]4[N:18]=[CH:19][CH:20]=[N:21]4)=[CH:15][CH:14]=[CH:13][C:12]=3[F:22])=[O:10])[CH2:7][C@@H:6]1[CH2:5][CH2:4][NH:3][CH2:2]2

Participants

3

Reactant 2

HCID 16099093(1S,6R)-3-Boc-3,8-diazabicyclo[4.2.0]octaneHCID 67086546(1S,6R)-3,8-Diazabicyclo[4.2.0]octan-8-yl(2-fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)methanone

Product 1

HCID 67086872(1R,6S)-3,8-Diazabicyclo[4.2.0]octan-8-yl(2-fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)methanone

Procedure

The title compound was prepared in a manner analogous to Intermediate 28, substituting (1R,6S)-tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate for (1S,6R)-tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate. MS (ESI) mass calcd. C15H16FN5O, 301.32; m/z found 302.0 [M+H]+.

Sources & evidence

ORD record
ord-3d6eabb3f6904ba5ada631adc8494910
Source dataset
uspto-grants-2015_06
Patent number
US09062044B2

Reaction notes

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