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

HRID 1947368ノート

反応式

HRID 1947368 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒2 回HCID 3283Diethyl Ether溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-edecc4b4bfdc46c79042740380ec839a
出典データセット
uspto-grants-2013_03
特許番号
US08399460B2

反応ノート

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