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Hydrochloric Acid → HCID 19919789, 화합물

HRID 1648526
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HRID 1648526 반응식
[CH2:1]([C:5]1[N:6]([CH2:26][C:27]2[CH:36]=[CH:35][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:29][CH:28]=2)[C:7](/[CH:10]=[C:11]2\[NH:12][C:13](=[O:25])[N:14]([CH2:17][O:18]CC[Si](C)(C)C)[C:15]\2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].C([O-])([O-])=O.[K+].[K+].[ClH:43].[Cl:44][CH2:45][C:46]1[N:47]=[C:48]([CH3:51])[S:49][CH:50]=1.FC(F)(F)C(O)=O.Cl>CN(C=O)C.C(Cl)Cl.CC(O)C.O>[ClH:44].[ClH:43].[CH2:1]([C:5]1[N:6]([CH2:26][C:27]2[CH:28]=[CH:29][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:35][CH:36]=2)[C:7](/[CH:10]=[C:11]2\[N:12]([CH2:45][C:46]3[N:47]=[C:48]([CH3:51])[S:49][CH:50]=3)[C:13](=[O:25])[N:14]([CH2:17][OH:18])[C:15]\2=[O:16])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 5

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 27342034-(Chloromethyl)-2-methyl-1,3-thiazole--hydrogen chloride (1/1)HCID 19919792HCID 19919792, 화합물

생성물 1

HCID 19919789HCID 19919789, 화합물

시약·촉매·용매 4

HCID 962Water용매HCID 3776Isopropanol용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl Z-4-[[2-butyl-5-[[2,5-dioxo-1-[[2-(trimethylsilyl)ethoxy]methyl]-4-imidazolidinylidene]methyl]-1H- imidazol-1-yl]methyl]benzoate (0.390 g, 0.760 mmol) in DMF (5 mL) is added K2CO3 (0.525 g, 3.80 mmol). After stirring for 5 minutes 4-chloromethyl-2-methylthiazole hydrochloride (0.275 g, 1.49 retool) is added. The mixture is stirred for 16 hours. Water is added and the gum that precipitates is separated. This gum is dissolved in ethyl acetate, washed with water and brine, and then dried over MgSO4. Chromatography eluting with 0.5% methanol in chloroform and evaporation in vacuo affords a viscous oil. This oil is dissolved in methylene chloride (5 mL) and treated with trifluoroacetic acid (5 mL). After stirring for 90 minutes the mixture is concentrated in vacuo and then extracted into methylene chloride from pH 7 buffer. The organic phase is dried over MgSO4 and then evaporated in vacuo to afford an oil. This oil is disssolved in 2-propanol and treated with ethereal HCl (1M, 2mL). The white gummy solid that results is crystallized from methanol/2-propanol/ether.

후처리

  1. additionis added
  2. customthe gum that precipitates
  3. customis separated
  4. dissolutionThis gum is dissolved in ethyl acetate
  5. washwashed with water and brine
  6. dry with materialdried over MgSO4
  7. washChromatography eluting with 0.5% methanol in chloroform and evaporation in vacuo
  8. customaffords a viscous oil
  9. stirringAfter stirring for 90 minutes the mixture
  10. concentrationis concentrated in vacuo
  11. extractionextracted into methylene chloride from pH 7 buffer
  12. dry with materialThe organic phase is dried over MgSO4
  13. customevaporated in vacuo
  14. customto afford an oil
  15. customThe white gummy solid that results
  16. customis crystallized from methanol/2-propanol/ether

출처 및 근거

ORD 기록
ord-ef4b87be55a84a8994465e968bbd8874
출처 데이터셋
uspto-grants-1995_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05436260

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