2-(3-bromo-4-methoxyphenyl)ethanamine

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: Prepared from 1-(4-chlorophenyl)cyclobutanecarboxylic acid and 2-(3-bromo-4-methoxyphenyl)ethanamine following the procedure described in example 85, step 1.

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

Procedure: Prepared from 1-(4-chlorophenyl)cyclobutanecarboxylic acid and 2-(3-bromo-4-methoxyphenyl)ethanamine following the procedure described in example 85, step 1.

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

Procedure: Prepared from 1-(4-chlorophenyl)cyclobutanecarboxylic acid and 2-(3-bromo-4-methoxyphenyl)ethanamine following the procedure described in example 85, step 1.

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: The resin-bound 4-hydroxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid (20 mg, 0.06 mmol) obtained as in Example 1 was reacted with 3-bromo-4-methoxy-phenethyl amine (57 mg, 0.25 mmol) following general procedure A to give resin bound 4-Hydroxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-3-bromo-4-methoxy-phenyl)-ethyl]-amide(18 mg, 0.05 mmol). The above resin bound amide was treated with 3-chloro-4-fluoro-phenyl boronic acid (43 mg, 0.25 mmol) as described in the general procedure D to provide the title compound (8.0 mg,). to give resin

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

Procedure: The resin-bound 4-hydroxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid (20 mg, 0.06 mmol) obtained as in Example 1 was reacted with 3-bromo-4-methoxy-phenethyl amine (57 mg, 0.25 mmol) following general procedure A to give resin bound 4-Hydroxy-4′-trifluoromethyl-biphenyl-3-carboxylic acid [2-3-bromo-4-methoxy-phenyl)-ethyl]-amide(18 mg, 0.05 mmol). The above resin bound amide was treated with 3-chloro-4-fluoro-phenyl boronic acid (43 mg, 0.25 mmol) as described in the general procedure D to provide the title compound (8.0 mg,). to give resin

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

Procedure: Similarly prepared from 2-(3-bromo-4-methoxyphenyl)ethanamine and 2-chloro-5-isopropyl-pyrimidine (see below).

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

Procedure: Similarly prepared from 2-(3-bromo-4-methoxyphenyl)ethanamine and 2-chloro-5-isopropyl-pyrimidine (see below).

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

Procedure: Similarly prepared from 2-(3-bromo-4-methoxyphenyl)ethanamine and 2-chloro-5-isopropyl-pyrimidine (see below).

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

Procedure: A mixture of 2-(3-bromo-4-methoxyphenyl)ethanamine (1 g; 4.35 mmol), 2-chloro-5-ethyl-pyrimidine (0.56 g; 3.92 mmol) and DIEA (0.84 g; 6.53 mmol) in n-butanol was heated to reflux for 14 hr. Upon cooling, the reaction mixture was concentrated and partitioned between 1N HCl and ether. The aqueous phase was basified with 6N NaOH and extracted with ether. The combined organic phases were washed with a saturated solution of NaHCO3, dried over MgSO4, filtered and concentrated to provide a colorless solid, which was triturated with hexane, filtered and dried to provide the title compound as a white crystalline solid (0.89 g; 67% yield). was heated to reflux for 14 hr Upon cooling the reaction mixture was concentrated partitioned between 1N HCl and ether extracted with ether The combined organic phases were washed with a saturated solution of NaHCO3 dried over MgSO4 filtered concentrated to provide a colorless solid, which was triturated with hexane filtered dried

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

Procedure: Prepared from 1-(4-chlorophenyl)cyclobutanecarboxylic acid and 2-(3-bromo-4-methoxyphenyl)ethanamine following the procedure described in example 85, step 1.