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Hydrochloric Acid → Methyl(2E)-5-{[4-(trifluoromethyl)benzyl]amino}-5-[4-(trifluoromethyl)phenyl]pent-2-enoate

HRID 1869765
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HRID 1869765 반응식
C(S([N:7]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=1)[CH:8]([C:16]1[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=1)[CH2:9]/[CH:10]=[CH:11]/[C:12]([O:14][CH3:15])=[O:13])=O)(C)(C)C.Cl.C([O-])(O)=O.[Na+]>CO>[F:34][C:33]([F:35])([F:36])[C:30]1[CH:31]=[CH:32][C:27]([CH2:26][NH:7][CH:8]([C:16]2[CH:17]=[CH:18][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:20][CH:21]=2)[CH2:9]/[CH:10]=[CH:11]/[C:12]([O:14][CH3:15])=[O:13])=[CH:28][CH:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 57987395Methyl(2E)-5-{(tert-butylsulfinyl)[4-(trifluoromethyl)benzyl]amino}-5-[4-(trifluoromethyl)phenyl]pent-2-enoate

생성물 1

HCID 57987371Methyl(2E)-5-{[4-(trifluoromethyl)benzyl]amino}-5-[4-(trifluoromethyl)phenyl]pent-2-enoate수율 138%

시약·촉매·용매 1

HCID 887
Methanol
용매
2회

실험 절차

The sulfinamide from Step 3 (450 mg, 0.84 mmol) was dissolved in methanol (3 mL) and the solution was cooled in ice. HCl (4M in dioxane, 0.5 mL) was added and the solution was stirred for 30 min. NaHCO3 was added to neutralize the solution and methanol was removed by evaporation. The residue was extracted into CH2Cl2; this was washed with water, brine, dried (MgSO4) and evaporated and the residue was purified by chromatography on silica using 10-25% ethyl acetate in iso-hexane to give the product (500 mg).

후처리

  1. temperaturethe solution was cooled in ice
  2. customwas removed by evaporation
  3. extractionThe residue was extracted into CH2Cl2
  4. washthis was washed with water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customthe residue was purified by chromatography on silica using 10-25% ethyl acetate in iso-hexane

출처 및 근거

ORD 기록
ord-019d3a3922824aa799fd8ab04b9315d5
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07638629B2

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