Diisopropylethylamine → 1-[(6-Bromopyridin-2-yl)methyl]-4-methyl-1,4-azaphosphinane 4-oxide

HRID 386036ノート

反応式

HRID 386036 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8]Br)[N:3]=1.Cl.[CH3:11][P:12]1(=[O:18])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.CCN(C(C)C)C(C)C>CN(C=O)C>[Br:1][C:2]1[N:3]=[C:4]([CH2:8][N:15]2[CH2:16][CH2:17][P:12](=[O:18])([CH3:11])[CH2:13][CH2:14]2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 129547962-Bromo-6-(bromomethyl)pyridineHCID 668330534-Methyl-1,4lambda5-azaphosphinan-4-one hydrochloride

生成物 1

HCID 595256551-[(6-Bromopyridin-2-yl)methyl]-4-methyl-1,4-azaphosphinane 4-oxide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Bromo-6-(bromomethyl)pyridine (Example 190, Step 1) (500 mg, 1.99 mmol), 4-methyl-1,4-azaphosphinane 4-oxide hydrochloride (406 mg, 2.39 mmol, prepared according to the method described in WO 2008/010985), and DIEA (522 μL, 2.99 mmol) were combined in DMF (5.0 mL) and stirred at room temperature overnight. The solvent was then evaporated in vacuo and the crude residue was purified by reverse phase HPLC (MeCN/water w/0.025% TFA) to afford the title compound as a colorless foam.

後処理

  1. customThe solvent was then evaporated in vacuo
  2. customthe crude residue was purified by reverse phase HPLC (MeCN/water w/0.025% TFA)

出典と根拠

ORDレコード
ord-49627ba2896446df9858ad963bc822cb
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

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