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

HRID 386036노트

반응식

HRID 386036 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-49627ba2896446df9858ad963bc822cb
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

반응 노트

불러오는 중…