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Water → Ethyl 5-amino-2-methylthio-4-(3-methoxyphenyl)-7,8-dihydroquinazoline-6-carboxylate

HRID 1766082
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HRID 1766082 반응식
[C:1]([C:3]1[C:4]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=2)=[N:5][C:6]([S:22][CH3:23])=[N:7][C:8]=1[CH2:9][CH2:10][CH:11](C(OCC)=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:2].[Sn](Cl)(Cl)(Cl)Cl.O.CCOC(C)=O>C(Cl)Cl>[NH2:2][C:1]1[C:3]2[C:4]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[CH:25]=3)=[N:5][C:6]([S:22][CH3:23])=[N:7][C:8]=2[CH2:9][CH2:10][C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24287Tin tetrachlorideHCID 211090855-Cyano-4-(3-methoxyphenyl)-2-methylthio-6-(1,1-bis(ethoxycarbonyl)prop-3-yl)pyrimidine

생성물 1

HCID 21109093Ethyl 5-amino-2-methylthio-4-(3-methoxyphenyl)-7,8-dihydroquinazoline-6-carboxylate

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

5-Cyano-4-(3-methoxyphenyl)-2-methylthio-6-(1,1-bis(ethoxycarbonyl)prop-3-yl)pyrimidine (example 25b, 81 mg) was dissolved in dry CH2Cl2 (1 ml). A 1M solution of tin(IV) chloride in CH2Cl2 (1 ml) was added dropwise and the mixture was stirred at room temperature for 1 h. H2O (10 ml) and EtOAc (10 ml) were then added to the reaction mixture. The organic layer was washed with H2O (10 ml) and sat. aq. NaCl (10 ml), dried (MgSO4) and concentrated under reduced pressure. The title compound was purified by chromatography on silica gel with hept/EtOAc=1/0 to 3/2 (v/v) as eluent.

후처리

  1. washThe organic layer was washed with H2O (10 ml) and sat. aq. NaCl (10 ml)
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe title compound was purified by chromatography on silica gel with hept/EtOAc=1/0 to 3/2 (v/v) as eluent

출처 및 근거

ORD 기록
ord-215c73b9b13c401c9b6cca7aaf8b09b9
출처 데이터셋
uspto-grants-2007_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07229990B2

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