Tetrabutylammonium Fluoride → 3-Ethynyl-5-(pyrrolidin-1-ylmethyl)pyridine

HRID 1527848ノート

反応式

HRID 1527848 の反応式
[N:1]1([CH2:6][C:7]2[CH:8]=[N:9][CH:10]=[C:11]([C:13]#[C:14][Si](C)(C)C)[CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:13]([C:11]1[CH:10]=[N:9][CH:8]=[C:7]([CH2:6][N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:12]=1)#[CH:14]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 212559323-(Pyrrolidin-1-ylmethyl)-5-[(trimethylsilyl)ethynyl]pyridine

生成物 1

HCID 212559433-Ethynyl-5-(pyrrolidin-1-ylmethyl)pyridine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 3-(pyrrolidin-1-ylmethyl)-5-[(trimethylsilyl)ethynyl]pyridine (0.7 mmol) in 3.5 mL of THF is added 1.05 mL (1.05 mmol) of tetrabutylammonium fluoride (1.0M in THF) at ambient temperature. The solution is stirred for 15 min, concentrated, and the crude product is purified by silica gel flash chromatography (eluted with 50% EtOAc/hexanes) to provide product.

後処理

  1. concentrationconcentrated
  2. customthe crude product is purified by silica gel flash chromatography (eluted with 50% EtOAc/hexanes)
  3. customto provide product

出典と根拠

ORDレコード
ord-34633c2a02b44323973fdde89032f83d
出典データセット
uspto-grants-2015_07
特許番号
US09090561B2

反応ノート

読み込み中…