2-Chloro-4-(trifluoromethyl)pyrimidine → (1R,6S)-8-(5-Methylpyrazin-2-yl)-3,8-diazabicyclo[4.2.0]octane

Reaction equation

FC(F)(F)[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([N:9]2[C@@H:16]3[C@@H:11]([CH2:12][CH2:13][NH:14][CH2:15]3)[CH2:10]2)N=1.Cl[C:20]1N=C(C(F)(F)F)C=C[N:21]=1>>[CH3:3][C:8]1[N:21]=[CH:20][C:5]([N:9]2[C@@H:16]3[C@@H:11]([CH2:12][CH2:13][NH:14][CH2:15]3)[CH2:10]2)=[N:6][CH:7]=1

Participants

Reactant 2

HCID 27739122-Chloro-4-(trifluoromethyl)pyrimidine

HCID 67116508HCID 67116508, compound

Product 1

HCID 67116692(1R,6S)-8-(5-Methylpyrazin-2-yl)-3,8-diazabicyclo[4.2.0]octane

Procedure

The title compound was prepared in a manner analogous to Intermediate 27, substituting 2-bromo-5-methylpyrazine for 2-chloro-4-(trifluoromethyl)pyrimidine.

Sources & evidence

ORD record: ord-ce72c4a54d3849939146f4165242903e
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680275B2

Reaction notes

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