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Diisopropylethylamine → N-(2,4-dimethoxybenzyl)-N-phenyl-4-diethylphosphoryloxy-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamide

HRID 1852418
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HRID 1852418 반응식
[CH2:1]([P:3](Cl)([CH2:5][CH3:6])=[O:4])[CH3:2].C(N(C(C)C)C(C)C)C.[CH3:17][O:18][C:19]1[CH:47]=[C:46]([O:48][CH3:49])[CH:45]=[CH:44][C:20]=1[CH2:21][N:22]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:23]([C:25]1[C:26](=[O:37])[N:27]([CH3:36])[C:28]2[C:33]([C:34]=1[OH:35])=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:24]>CN(C1C=CN=CC=1)C.C(Cl)Cl>[CH3:17][O:18][C:19]1[CH:47]=[C:46]([O:48][CH3:49])[CH:45]=[CH:44][C:20]=1[CH2:21][N:22]([C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[C:23]([C:25]1[C:26](=[O:37])[N:27]([CH3:36])[C:28]2[C:33]([C:34]=1[O:35][P:3]([CH2:5][CH3:6])([CH2:1][CH3:2])=[O:4])=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:24]
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참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 5195381Diethylphosphinoyl chlorideHCID 68186825N-(2,4-dimethoxybenzyl)-N-phenyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide

생성물 1

HCID 86691492N-(2,4-dimethoxybenzyl)-N-phenyl-4-diethylphosphoryloxy-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamide수율 71.5%

시약·촉매·용매 2

HCID 14284
4-(Dimethylamino)pyridine
촉매
HCID 6344Dichloromethane용매

실험 절차

Diethylphosphorylchloride (150 mg, 0.87 mmol) was added to a solution of EtNiPr2 (129 mg, 1.00 mmol), DMAP (10 mg, 0.08 mmol) and N-(2,4-dimethoxybenzyl)-N-phenyl-1,2-dihydro-4-hydroxy-1-methyl-2-oxo-quinoline-3-carboxamide (222 mg, 050 mmol) in CH2Cl2 (3.0 mL). The reaction mixture was stirred for 30 min and was then concentrated at reduced pressure. The residue was purified by silica column chromatography (EtOAc) to give the title compound (196 mg, 68%).

후처리

  1. concentrationwas then concentrated at reduced pressure
  2. customThe residue was purified by silica column chromatography (EtOAc)

출처 및 근거

ORD 기록
ord-5646df4f509147f48fe32d46b041294a
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962598B2

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