3-(methoxymethyl)pyrrolidine

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 227 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 3-(methoxymethyl)pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ 1.51-1.66 (m, 1 H) 1.83-1.99 (m, 1 H) 2.36 (s, 3 H) 3.14 (s, 1 H) 3.22 (s, 2 H) 3.37-3.62 (m, 4 H) 7.56-7.61 (m, 1H) 7.65 (s, 1 H) 7.74 (d, J=8.1 Hz, 1 H) 8.03-8.15 (m, 2 H) 8.31 (d, J=8.3 Hz, 1 H) 8.55-8.62 (m, 1 H) 13.07 (br. s., 1 H). MS m/z [M+H]+ 418.4.

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 227 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 3-(methoxymethyl)pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ 1.51-1.66 (m, 1 H) 1.83-1.99 (m, 1 H) 2.36 (s, 3 H) 3.14 (s, 1 H) 3.22 (s, 2 H) 3.37-3.62 (m, 4 H) 7.56-7.61 (m, 1H) 7.65 (s, 1 H) 7.74 (d, J=8.1 Hz, 1 H) 8.03-8.15 (m, 2 H) 8.31 (d, J=8.3 Hz, 1 H) 8.55-8.62 (m, 1 H) 13.07 (br. s., 1 H). MS m/z [M+H]+ 418.4.

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 227 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 3-(methoxymethyl)pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ 1.51-1.66 (m, 1H) 1.83-1.99 (m, 1H) 2.36 (s, 3H) 3.14 (s, 1H) 3.22 (s, 2H) 3.37-3.62 (m, 4H) 7.56-7.61 (m, 1H) 7.65 (s, 1H) 7.74 (d, J=8.1 Hz, 1H) 8.03-8.15 (m, 2H) 8.31 (d, J=8.3 Hz, 1H) 8.55-8.62 (m, 1H) 13.07 (br. s., 1H). MS m/z [M+H]+ 418.4.

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 227 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 3-(methoxymethyl)pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ 1.51-1.66 (m, 1 H) 1.83-1.99 (m, 1 H) 2.36 (s, 3 H) 3.14 (s, 1 H) 3.22 (s, 2 H) 3.37-3.62 (m, 4 H) 7.56-7.61 (m, 1H) 7.65 (s, 1 H) 7.74 (d, J=8.1 Hz, 1 H) 8.03-8.15 (m, 2 H) 8.31 (d, J=8.3 Hz, 1 H) 8.55-8.62 (m, 1 H) 13.07 (br. s., 1 H). MS m/z [M+H]+ 418.4.

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 227 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 3-(methoxymethyl)pyrrolidine. 1H NMR (400 MHz, DMSO-d6) δ 1.51-1.66 (m, 1H) 1.83-1.99 (m, 1H) 2.36 (s, 3H) 3.14 (s, 1H) 3.22 (s, 2H) 3.37-3.62 (m, 4H) 7.56-7.61 (m, 1H) 7.65 (s, 1H) 7.74 (d, J=8.1 Hz, 1H) 8.03-8.15 (m, 2H) 8.31 (d, J=8.3 Hz, 1H) 8.55-8.62 (m, 1H) 13.07 (br. s., 1H). MS m/z [M+H]+ 418.4.