反応 #52235

反応方程式

(R)-N-[2-(4-Methoxybenzoylamino)-2-phenylethyl]piperidine-4-carboxamide trifluoroacetate

NH4OH

acetic acid

sodium cyanoborohydride

acetone

→

white crystalline solid

収率 70.8%

(R)-N-[2-(4-Methoxybenzoylamino)-2-phenylethyl]-1-isopropylpiperidine-4-carboxamide

収率 70.8%

溶媒

methanol

methanol

CH2Cl2

methanol

反応条件

後処理

1. 1
   その他reaction completion
2. 2
   その他form ion exchange resin (Varian SCX cartridge, Catalog #1225-6035)
3. 3
   洗浄washed with methanol
4. 4
   その他with 2 M NH3 in methanol to collect the product
5. 5
   その他The product was recrystallized from methanol and ether

実験手順

(Alkylation Method A) (R)-N-[2-(4-Methoxybenzoylamino)-2-phenylethyl]piperidine-4-carboxamide trifluoroacetate (0.50 g, 1.0 mmol), acetone (4.5 mL, 61 mmol), acetic acid (0.28 mL, 4.9 mmol), and sodium cyanoborohydride (0.32 g, 5.1 mmol) were combined in methanol, and stirred. After 4 h, TLC (79% CH2Cl2, 19% methanol, 1% NH4OH) indicated reaction completion. The solution was diluted with methanol (100 mL), and passed through H+ form ion exchange resin (Varian SCX cartridge, Catalog #1225-6035) washed with methanol, and then with 2 M NH3 in methanol to collect the product. The product was recrystallized from methanol and ether to afford 0.30 g (70%) of a white crystalline solid

出典