Phosphorus tribromide → 8-(1-bromoethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide hydrobromide

HRID 1947368노트

반응식

HRID 1947368 반응식
[Br:1]P(Br)Br.O[CH:6]([C:8]1[CH:9]=[C:10]([C:26]([N:28]([CH3:30])[CH3:29])=[O:27])[CH:11]=[C:12]2[C:17]=1[O:16][C:15]([N:18]1[CH2:23][CH2:22][O:21][C@H:20]([CH3:24])[CH2:19]1)=[CH:14][C:13]2=[O:25])[CH3:7]>ClCCCl.C(OCC)C>[BrH:1].[Br:1][CH:6]([C:8]1[CH:9]=[C:10]([C:26]([N:28]([CH3:30])[CH3:29])=[O:27])[CH:11]=[C:12]2[C:17]=1[O:16][C:15]([N:18]1[CH2:23][CH2:22][O:21][C@H:20]([CH3:24])[CH2:19]1)=[CH:14][C:13]2=[O:25])[CH3:7]

참가 물질

5

반응물 2

HCID 24614Phosphorus tribromideHCID 582349738-(1-hydroxyethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide

생성물 1

HCID 671034438-(1-bromoethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide hydrobromide수율 225.2%

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매2회HCID 3283Diethyl Ether용매

반응 조건

온도
50 °C

실험 절차

A solution of tribromophosphine (0.215 mL, 2.29 mmol) in 1,2-dichloroethane (1 mL) at 10° C. was added dropwise to 8-(1-hydroxyethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide (750 mg, 2.08 mmol) suspended in 1,2-dichloroethane (9 mL) under nitrogen. The resulting suspension was stirred at 50° C. for 1 hour. The reaction mixture was allowed to cool to RT under stirring and diluted with diethyl ether (40 mL). The precipitate was collected by filtration, washed with diethyl ether and dried to a constant weight to afford 8-(1-bromoethyl)-N,N-dimethyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxamide hydrobromide (1.3 g, 124%) as a white solid, which was used without further purification. Mass Spectrum: M+H+ 424.

후처리

  1. temperatureto cool to RT
  2. stirringunder stirring
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with diethyl ether
  5. customdried to a constant weight

출처 및 근거

ORD 기록
ord-edecc4b4bfdc46c79042740380ec839a
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399460B2

반응 노트

불러오는 중…