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

HRID 551585ノート

反応式

HRID 551585 の反応式
[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

参加物

6

反応物 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

生成物 2

HCID 222Ammonia収率 0%HCID 115731942-(4-Piperidin-1-yl-but-1-ynyl)-5-piperidin-1-ylmethyl-pyridine収率 95%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-bcad2d5f71c2400a9b2bc2b369c3a32d
出典データセット
uspto-grants-2011_05
特許番号
US07947718B2

反応ノート

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