1,1,1-Trifluoro-N-phenylmethanesulfonamide → 2-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridine

HRID 551585노트

반응식

HRID 551585 반응식
[N:1]1([CH2:7][C:8]2[CH:9]=[CH:10][C:11](OS(C(F)(F)F)(=O)=O)=[N:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:22]1([CH2:28][C:29]2N=CC(O)=[CH:31][CH:30]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.C1(NS(C(F)(F)F)(=O)=O)C=CC=CC=1>C(Cl)Cl>[NH3:1].[N:22]1([CH2:28][CH2:29][C:30]#[C:31][C:11]2[CH:10]=[CH:9][C:8]([CH2:7][N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:13][N:12]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

참가 물질

6

반응물 3

HCID 680121,1,1-Trifluoro-N-phenylmethanesulfonamideHCID 445154576-Piperidin-1-ylmethyl-pyridin-3-olHCID 86074933Trifluoro-methanesulfonic acid 5-piperidin-1-ylmethyl-pyridin-2-yl ester

생성물 2

HCID 222Ammonia수율 0%HCID 115731942-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridine수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoro-methanesulfonic acid 5-piperidin-1-ylmethyl-pyridin-2-yl ester. A solution of 6-piperidin-1-ylmethyl-pyridin-3-ol (0.225 g, 1.17 mmol), N-phenyltrifluoromethanesulfonamide (0.50 g, 1.41 mmol), and TEA (0.50 mL, 3.50 mmol) in DCM (20 mL) was heated at reflux for 18 h. The solvent was removed and chromatography of the residue (SiO2: 0-3% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (0.036 g, 95%).

후처리

  1. temperatureat reflux for 18 h
  2. customThe solvent was removed

출처 및 근거

ORD 기록
ord-bcad2d5f71c2400a9b2bc2b369c3a32d
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947718B2

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