تفاعل #220784

معادلة التفاعل

4-[[N-(3-(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine

3-hydroxy-4-methoxybenzaldehyde

NaBH3CN

→

1-[3-hydroxy-4-methoxybenzyl]-4-[[N-(3-(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine

المذيبات

acetic acid methanol

acetic acid methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىThe resulting reaction mixture
2. 2
   غسيلwashed with methanol (15 mL)
3. 3
   أخرىThe obtained crude product
4. 4
   غسيلwas eluted with a 2 M NH3-methanol (5 mL)
5. 5
   تركيزconcentrated to thereby afford 1-[3-hydroxy-4-methoxybenzyl]4-[[N-(3-(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine (Comp

الإجراء التجريبي

A 5% acetic acid/methanol (1.0 mL) solution of 4-[[N-(3-(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine (20.0 mg, 0.058 mm ol) and 3-hydroxy-4-methoxybenzaldehyde (33 mg) was added to a 5% acetic acid/methanol (1.0 mL) solution of NaBH3CN (16.5 mg), and the mixture was stirred at 60° C. for 15 hours. The resulting reaction mixture wa's then loaded onto a Varian™ SCX column and washed with methanol (15 mL). The obtained crude product was eluted with a 2 M NH3-methanol (5 mL) and concentrated to thereby afford 1-[3-hydroxy-4-methoxybenzyl]4-[[N-(3-(trifluoromethyl)benzoyl)glycyl]aminomethyl]piperidine (Comp d. No. 1452) (25.8 mg, 92%). The purity was determined by RPLC/MS (91%). ESI/MS m/e 480 (M++H, C24H28F3N3O4).

المصدر