1-cyclohexyl-N-methylmethanamine

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

Procedure: In place of piperidine of Example 4, there was used methylamine as the amine reactant. Ca. 70% of cyclohexene was converted to methyl-di-(cyclohexylmethyl)-amine. N-formyl derivative of N-(cyclohexylmethyl)-methylamine was also isolated as a further product.

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

Procedure: In place of piperidine of Example 4, there was used methylamine as the amine reactant. Ca. 70% of cyclohexene was converted to methyl-di-(cyclohexylmethyl)-amine. N-formyl derivative of N-(cyclohexylmethyl)-methylamine was also isolated as a further product.

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

Procedure: Prepared as described for 5,6-bis(benzyloxy)-N-[(4-fluorophenyl)methyl]pyridazin-3-amine (Intermediate 45) from 3,4-bis(benzyloxy)-6-chloropyridazine (Intermediate 1) and 1-cyclohexyl-N-methylmethanamine in 26% yield. Prepared

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

Procedure: Prepared as described for 5,6-bis(benzyloxy)-N-[(4-fluorophenyl)methyl]pyridazin-3-amine (Intermediate 45) from 3,4-bis(benzyloxy)-6-chloropyridazine (Intermediate 1) and 1-cyclohexyl-N-methylmethanamine in 26% yield. Prepared

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

Procedure: In place of piperidine of Example 4, there was used methylamine as the amine reactant. Ca. 70% of cyclohexene was converted to methyl-di-(cyclohexylmethyl)-amine. N-formyl derivative of N-(cyclohexylmethyl)-methylamine was also isolated as a further product.

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

Procedure: To a solution of triphosgene (77 mg, 0.259 mmol) in CH2Cl2 (1 mL) at −78° C. is added dropwise pyridine (63 μl, 0.786 mmol) followed by a solution of cyclohexylmethyl-methylamine (100 mg, 0.786 mmol) in CH2Cl2 (1 mL). The yellow mixture is allowed to reach RT and stirred overnight. The solvent is concentrated, and the residue taken up in AcOEt. An aqueous saturated solution of NaHCO3 is added, the layers are separated and the aqueous one is extracted twice with AcOEt. The combined organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated to afford the title compound as a yellow oil. TLC, Rf (CH2Cl2/MeOH 95:5)=0.95. MS (LC-MS): 189.1 [M+H]+. to reach RT The solvent is concentrated An aqueous saturated solution of NaHCO3 is added the layers are separated the aqueous one is extracted twice with AcOEt The combined organic extracts are washed with brine dried over Na2SO4 filtered concentrated

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

Procedure: Prepared as described for 5,6-bis(benzyloxy)-N-[(4-fluorophenyl)methyl]pyridazin-3-amine (Intermediate 45) from 3,4-bis(benzyloxy)-6-chloropyridazine (Intermediate 1) and 1-cyclohexyl-N-methylmethanamine in 26% yield. Prepared

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

Procedure: In place of piperidine of Example 4, there was used methylamine as the amine reactant. Ca. 70% of cyclohexene was converted to methyl-di-(cyclohexylmethyl)-amine. N-formyl derivative of N-(cyclohexylmethyl)-methylamine was also isolated as a further product.