2-(aminomethyl)butan-1-ol

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

Procedure: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-trifluoromethyl-phenylboronic acid and 2-(aminomethyl)-1-butanol as starting materials to yield (RS)-6-cyclopropylmethoxy-N-(2-hydroxymethyl-butyl)-5-(4-trifluoromethyl-phenyl)-nicotinamide. MS (ISP) 423.3 (M+H)+ The title compound was synthesized in analogy to Example 75

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

Procedure: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-trifluoromethoxy-phenylboronic acid and 2-(aminomethyl)-1-butanol as starting materials to yield (RS)-6-cyclopropylmethoxy-N-(2-hydroxymethyl-butyl)-5-(4-trifluoromethoxy-phenyl)-nicotinamide. M0S (ISP) 439.0 (M+H)+ The title compound was synthesized in analogy to Example 75

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

Procedure: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-cyanophenylboronic acid and 2-(aminomethyl)-1-butanol as starting materials to yield (RS)-5-(4-cyano-phenyl)-6-cyclopropylmethoxy-N-(2-hydroxymethyl-butyl)-nicotinamide. MS (ISP) 380.2 (M+H)+. The title compound was synthesized in analogy to Example 75

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

Procedure: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 4-pyridinemethanol, (4-chloro-phenyl)-boronic acid and 2-aminomethyl-1-butanol as starting materials to yield racemic 5-(4-chloro-phenyl)-N-(2-hydroxymethyl-butyl)-6-(pyridin-4-ylmethoxy)-nicotinamide, MS (ISP) 426.1 (M+H)+. The title compound was synthesized in analogy to Example 75

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

Procedure: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 2-pyrimidinemethanol, (4-chloro-phenyl)-boronic acid and 2-aminomethyl-1-butanol as starting materials to yield racemic 5-(4-chloro-phenyl)-N-(2-hydroxymethyl-butyl)-6-(pyrimidin-2-ylmethoxy)-nicotinamide, MS (ISP) 427.2 (M+H)+. The title compound was synthesized in analogy to Example 75

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

Procedure: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 3-methyl-5-isoxazolemethanol, (4-chloro-phenyl)-boronic acid and 2-aminomethyl-1-butanol as starting materials to yield racemic 5-(4-chloro-phenyl)-N-(2-hydroxymethyl-butyl)-6-(3-methyl-isoxazol-5-ylmethoxy)-nicotinamide, MS (ISP) 430.3 (M+H)+. The title compound was synthesized in analogy to Example 75

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

Procedure: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, cyclopropanemethanol, (4-fluoro-phenyl)-boronic acid and 2-aminomethyl-1-butanol as starting materials to yield racemic 6-cyclopropylmethoxy-5-(4-fluoro-phenyl)-N-(2-hydroxymethyl-butyl)-nicotinamide. Separation with heptane/ethanol on ChiralpakAD® yielded the (−)-enantiomer, MS (ISP) 373.2 (M+H)+, αD20: −4.9° in MeOH. The title compound was synthesized in analogy to Example 75

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

Procedure: The title compound was synthesized in analogy to Example 102, using 5-bromo-6-hydroxy-nicotinic acid methyl ester, 2-methoxyethanol, (4-chloro-phenyl)-boronic acid and 2-(aminomethyl)-1-butanol (CAS [16519-75-8]) as starting materials to yield (RS)-5-(4-chloro-phenyl)-N-(2-hydroxymethyl-butyl)-6-(2-methoxy-ethoxy)-nicotinamide. MS (ISP) 393.3 (M+H)+. The title compound was synthesized in analogy to Example 102