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Aniline → HCID 89647803, 화합물

HRID 2281007
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HRID 2281007 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10]([CH2:16][NH:17][C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])([C:13]([OH:15])=O)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O=C1N(P(Cl)(N2CCOC2=O)=O)CCO1.CCN(C(C)C)C(C)C.[C:52]1([NH2:58])[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1>ClCCCl.C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10]([CH2:16][NH:17][C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])([C:13](=[O:15])[NH:58][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[CH2:9]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6115AnilineHCID 81531DiisopropylethylamineHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 89647553HCID 89647553, 화합물

생성물 1

HCID 89647803HCID 89647803, 화합물수율 68.3%

시약·촉매·용매 2

HCID 111,2-Dichloroethane
용매
HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-(benzyloxycarbonylamino-methyl)-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester (2200.00 mg; 5.81 mmol; 1.00 eq.) in DCE (40.0 ml), bis(2-oxo-1,3-oxazolidin-3-yl)phosphinic chloride (1627.95 mg; 6.40 mmol; 1.10 eq.) was added. After stirring for 15 mins. DIEA (1.25 ml; 6.98 mmol; 1.20 eq.) and phenylamine (595.55 mg; 6.40 mmol; 1.10 eq) were added. The reaction mixture was stirred overnight at RT. DCM (100 ml) was added. The solution was washed with brine, dried and concentrated to give the crude product, which was subjected for biotage for purification (20-50% EtOAc in hexane) to afford the title compound (1800 mg, 68.3%).

후처리

  1. stirringThe reaction mixture was stirred overnight at RT
  2. washThe solution was washed with brine
  3. customdried
  4. concentrationconcentrated
  5. customto give the crude product, which
  6. customwas subjected for biotage for purification (20-50% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-afb801ea953244b7851591a5e2d4a23e
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09139568B2

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