(3R)-N,N-dimethylpiperidin-3-amine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (R)—N,N-dimethylpiperidin-3-amine. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.53 (d, J=13.18 Hz, 1 H) 1.77 (m, J=16.10 Hz, 2 H) 2.10 (br. s., 1 H) 2.33 (s, 3 H) 2.57-2.89 (m, 6 H) 2.90-4.77 (m, 5 H) 7.63 (br. s., 1 H) 7.74 (t, J=7.54 Hz, 1 H) 8.09 (d, J=7.81 Hz, 1 H) 8.24 (br. s., 1 H) 8.35-8.66 (m, 2 H) 9.86 (br. s., 1 H). ESI-MS m/z [M+H]+ 449.3.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (R)—N,N-dimethylpiperidin-3-amine. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.53 (d, J=13.18 Hz, 1H) 1.77 (m, J=16.10 Hz, 2H) 2.10 (br. s., 1H) 2.33 (s, 3H) 2.57-2.89 (m, 6H) 2.90-4.77 (m, 5H) 7.63 (br. s., 1H) 7.74 (t, J=7.54 Hz, 1H) 8.09 (d, J=7.81 Hz, 1H) 8.24 (br. s., 1H) 8.35-8.66 (m, 2H) 9.86 (br. s., 1H). ESI-MS m/z [M+H]+ 449.3.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (R)—N,N-dimethylpiperidin-3-amine. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.53 (d, J=13.18 Hz, 1H) 1.77 (m, J=16.10 Hz, 2H) 2.10 (br. s., 1H) 2.33 (s, 3H) 2.57-2.89 (m, 6H) 2.90-4.77 (m, 5H) 7.63 (br. s., 1H) 7.74 (t, J=7.54 Hz, 1H) 8.09 (d, J=7.81 Hz, 1H) 8.24 (br. s., 1H) 8.35-8.66 (m, 2H) 9.86 (br. s., 1H). ESI-MS m/z [M+H]+ 449.3.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (R)—N,N-dimethylpiperidin-3-amine. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.53 (d, J=13.18 Hz, 1 H) 1.77 (m, J=16.10 Hz, 2 H) 2.10 (br. s., 1 H) 2.33 (s, 3 H) 2.57-2.89 (m, 6 H) 2.90-4.77 (m, 5 H) 7.63 (br. s., 1 H) 7.74 (t, J=7.54 Hz, 1 H) 8.09 (d, J=7.81 Hz, 1 H) 8.24 (br. s., 1 H) 8.35-8.66 (m, 2 H) 9.86 (br. s., 1 H). ESI-MS m/z [M+H]+ 449.3.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (R)—N,N-dimethylpiperidin-3-amine. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.53 (d, J=13.18 Hz, 1H) 1.77 (m, J=16.10 Hz, 2H) 2.10 (br. s., 1H) 2.33 (s, 3H) 2.57-2.89 (m, 6H) 2.90-4.77 (m, 5H) 7.63 (br. s., 1H) 7.74 (t, J=7.54 Hz, 1H) 8.09 (d, J=7.81 Hz, 1H) 8.24 (br. s., 1H) 8.35-8.66 (m, 2H) 9.86 (br. s., 1H). ESI-MS m/z [M+H]+ 449.3.