(1S,2R)-2-(aminomethyl)cyclohexan-1-ol hydrochloride

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-cyanophenylboronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 5-(4-cyano-phenyl)-6-cyclopropylmethoxy-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-nicotinamide. MS (ISP) 406.3 (M+H)+. The title compound was synthesized in analogy to Example 75

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 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 cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 6-cyclopropylmethoxy-N-((1RS,2RS)-2-hydroxy-cyclohexyl-methyl)-5-(4-trifluoromethyl-phenyl)-nicotinamide. MS (ISP) 449.1 (M+H)+.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was synthesized in analogy to Example 74, using 5-bromo-6-chloro-nicotinic acid methyl ester, cyclopropylmethyl methylamine hydrochloride, (4-fluoro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 6-(cyclopropylmethyl-methyl-amino)-5-(4-fluoro-phenyl)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-nicotinamide. MS (ISP) 412.1 (M+H)+. The title compound was synthesized in analogy to Example 74

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 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 cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 6-cyclopropylmethoxy-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-5-(4-trifluoromethoxy-phenyl)-nicotinamide. MS (ISP) 465.3 (M+H)+. The title compound was synthesized in analogy to Example 75

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was synthesized in analogy to Example 74, using 5-bromo-6-chloro-nicotinic acid methyl ester, cyclopropylmethyl methylamine hydrochloride, (4-chloro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield 5-(4-chloro-phenyl)-6-(cyclopropylmethyl-methyl-amino)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-nicotinamide. MS (ISP) 428.1 (M+H)+. The title compound was synthesized in analogy to Example 74

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In analogy to example 1f, 5-(4-chloro-phenyl)-6-[(2-methoxy-ethyl)-methyl-amino]-nicotinic acid was coupled with cis-2-aminomethyl-1-cyclohexanol hydrochloride using TBTU and N,N-diisopropyl ethyl amine in N,N-dimethylacetamide to give racemic 5-(4-chloro-phenyl)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-6-[(2-methoxy-ethyl)-methyl-amino]-nicotinamide as an off-white solid. MS (ISP) 432.4 (M+H)+.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, benzylalcohol, (4-chloro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 6-benzyloxy-5-(4-chloro-phenyl)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-nicotinamide. MS (ISP) 451.3 (M+H)+. The title compound was synthesized in analogy to Example 75

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, 1-methyl-cyclopropanemethanol, (4-chloro-phenyl)-boronic acid and cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 5-(4-chloro-phenyl)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-6-(1-methyl-cyclopropylmethoxy)-nicotinamide. MS (ISP) 429.5 (M+H)+. The title compound was synthesized in analogy to Example 75

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 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 cis-2-aminomethyl-1-cyclohexanol hydrochloride as starting materials to yield racemic 5-(4-chloro-phenyl)-N-((1RS,2RS)-2-hydroxy-cyclohexylmethyl)-6-(2-methoxy-ethoxy)-nicotinamide. MS (ISP) 419.3 (M+H)+. The title compound was synthesized in analogy to Example 102