反応 #316292

反応方程式

(R)-2-(3-{3-[(2,2-diphenylethyl)amino]-1-methyl-propoxy}-phenyl)acetic acid

acetic acid methyl ester

2-chloro-3-trifluoromethylbenzaldehyde

HCl Et2O

3-fluoro-4-methoxybenzaldehyde

→

title compound

(R)-2-(3-{3-[[3-fluoro-4-methoxybenzyl](2,2-diphenylethyl)amino]-1-methyl-propoxy}phenyl)acetic acid hydrochloride salt

溶媒

Et2O

反応条件

後処理

1. 1
   その他was obtained
2. 2
   その他The crude product was purified by preparative HPLC (TMC CombiPrep PDS, 75×30 mm, 25 mL/min, acetonitrile: H2O, UV detection at 254 nm)
3. 3
   その他to afford the free base
4. 4
   濃縮The reaction mixture was concentrated in vacuo
5. 5
   その他dried under reduced pressure

実験手順

Following the procedure of Example 7(d) except (R)-2-(3-{3-[(2,2-diphenylethyl)amino]-1-methyl-propoxy}-phenyl)acetic acid and 3-fluoro-4-methoxybenzaldehyde were used instead of (R)-2-(3-{3-(2,2-diphenylethyl)amino]-3-methyl-propoxy}-phenyl)acetic acid methyl ester and 2-chloro-3-trifluoromethylbenzaldehyde in step (d) the corresponding carboxylic acid was obtained. The crude product was purified by preparative HPLC (TMC CombiPrep PDS, 75×30 mm, 25 mL/min, acetonitrile: H2O, UV detection at 254 nm) to afford the free base. The resulting amine/carboxylic acid was dissolved in Et2O (diethylether) and acidified with 1.0 M HCl/Et2O. The reaction mixture was concentrated in vacuo and dried under reduced pressure to give the title compound as a white solid, 100 mg (99%). MS (ESI) 542.4 (M+H+).

出典