反応 #487566

ord-60ca9b971cfa4f578d2459eefb3cd6b1

反応方程式

Clc1ccnc2[nH]ccc12
4-chloro-1H-pyrrolo[2,3-b]pyridine
CNC1CCCN(Cc2ccccc2)C1
1-benzyl-N-methylpiperidin-3-amine
CN(c1ccnc2[nH]ccc12)C1CCCN(Cc2ccccc2)C1
orange oil
収率 130.0%
CN(c1ccnc2[nH]ccc12)C1CCCN(Cc2ccccc2)C1
N-(1-benzylpiperidin-3-yl)-N-methyl-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-amine
収率 130.0%

反応条件

温度
200°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The reaction mixture was partitioned between ethyl acetate (30 mL) and sat. NaHCO3 (20 mL)
  2. 2
    洗浄the organic phase was washed with sat. NaCl
  3. 3
    その他dried

実験手順

A sealed melted mixture of 4-chloro-1H-pyrrolo[2,3-b]pyridine (0.18 g, 0.0012 mol) in 1-benzyl-N-methylpiperidin-3-amine (0.50 g, 0.0024 mol) was heated to 200° C. overnight. The reaction mixture was partitioned between ethyl acetate (30 mL) and sat. NaHCO3 (20 mL), and the organic phase was washed with sat. NaCl, then dried and was reduced under vacuum to give 500 mg of orange oil. The product was chromatographed with 7% MeOH/DCM, 0.7% NH4OH to give 192 mg of an orange oil (48.8% yield).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08741895B2uspto-grants-2014_06