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. 2016 Jan 21;59(3):1078–1101. doi: 10.1021/acs.jmedchem.5b01685

Table 4. Introduction of Chlorine Replacements at the Pyridine C-3 Position.

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a

Free base.

b

TFA salt.

c

The CF3 substituent is at C-5 according to 8-(3-(4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-(trifluoromethyl)pyridin-4-yl)-2,8-diazaspiro[4.5]decan-1-one.

d

The CF3 substituent is at C-5 according to 8-(3-(1-methyl-2,2-dioxido-1,3-dihydrobenzo[c]isothiazol-5-yl)-5-(trifluoromethyl)pyridin-4-yl)-2,8-diazaspiro[4.5]decan-1-one.

e

The CF3 substituent is at C-5 according to 8-(3-(4-(1-methyl-1H-pyrazol-4-yl)phenyl)-5-(trifluoromethyl)pyridin-4-yl)-1-oxa-3,8-diazaspiro[4.5]decan-2-one.