Iodine → (4R*,10aS*)-4-(4-fluorophenyl)-7-iodooctahydropyrido[1,2-a]azepin-6-one

HRID 553886노트

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HRID 553886 반응식
I[Si](C)(C)C.[F:6][C:7]1[CH:12]=[CH:11][C:10]([C@@H:13]2[N:18]3[C:19](=[O:24])[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:17]3[CH2:16][CH2:15][CH2:14]2)=[CH:9][CH:8]=1.CN(C)CCN(C)C.[I:33]I.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl.C(OCC)(=O)C>[F:6][C:7]1[CH:8]=[CH:9][C:10]([C@@H:13]2[N:18]3[C:19](=[O:24])[CH:20]([I:33])[CH2:21][CH2:22][CH2:23][C@@H:17]3[CH2:16][CH2:15][CH2:14]2)=[CH:11][CH:12]=1

참가 물질

8

반응물 5

HCID 807IodineHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 24477Sodium ThiosulfateHCID 85247Trimethylsilyl iodideHCID 69073845(4R*,10aR*)-4-(4-fluorophenyl)octahydropyrido[1,2-a]azepin-6-one

생성물 1

HCID 69070104(4R*,10aS*)-4-(4-fluorophenyl)-7-iodooctahydropyrido[1,2-a]azepin-6-one수율 100.3%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

Iodotrimethylsilane (0.11 mL) was added to a solution of (4R*,10aR*)-4-(4-fluorophenyl)octahydropyrido[1,2-a]azepin-6-one (140 mg) and N,N,N′,N′tetramethylethylenediamine (0.28 mL) in methylene chloride (15 mL) at 0° C., and the reaction solution was stirred at 0° C. for 30 minutes. Iodine (204 mg) was added to the reaction solution, which was then stirred at 0° C. for one hour. Ethyl acetate and a saturated sodium thiosulfate solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 208 mg of the title compound. The property value of the compound is as follows.

후처리

  1. stirringwas then stirred at 0° C. for one hour
  2. customthe organic layer was separated
  3. washThe resulting organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-00781832d11b4fe8b21b40439e8794c4
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08048878B2

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