Iodine → 5,6,7,9-Tetrahydro-7-iodo-8H-pyrido[2,3-b]azepin-8-one

HRID 481762노트

반응식

HRID 481762 반응식
[N:1]1[C:6]2[NH:7][C:8](=[O:12])[CH2:9][CH2:10][CH2:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.CN(C)CCN(C)C.C[Si]([I:25])(C)C.II.S([O-])([O-])=O.[Na+].[Na+]>ClCCl>[I:25][CH:9]1[C:8](=[O:12])[NH:7][C:6]2[N:1]=[CH:2][CH:3]=[CH:4][C:5]=2[CH2:11][CH2:10]1

참가 물질

7

반응물 5

HCID 807Iodine2회HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 24437Sodium SulfiteHCID 85247Trimethylsilyl iodideHCID 124131746,7-Dihydro-5H-pyrido[2,3-b]azepin-8(9H)-one

생성물 1

HCID 190670745,6,7,9-Tetrahydro-7-iodo-8H-pyrido[2,3-b]azepin-8-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 300 mg of 5,6,7,9-tetrahydro-8H-pyrido[2,3-b]azepin-8-one in 3 mL of dichloromethane at 0° C. was added 0.84 mL of N,N,N',N'-tetramethylethylenediamine (TMEDA) and 0.78 mL of trimethylsilyl iodide. After 30 min, 720 mg of solid iodine was added in one portion. The reaction mixture was stirred at 0° C. an additional 40 min before dichloromethane and excess aqueous sodium sulfite was added to reduce the excess iodine. The mixture was extracted with dichloromethane and the extracts were evaporated to yield 550 mg of the crude product. Flash chromatographic separation on silica gel with ethyl acetate gave 333 mg of purified product characterized by its NMR and mass spectra.

후처리

  1. additionwas added
  2. extractionThe mixture was extracted with dichloromethane
  3. customthe extracts were evaporated
  4. customto yield 550 mg of the crude product
  5. customFlash chromatographic separation on silica gel with ethyl acetate

출처 및 근거

ORD 기록
ord-9240f328a1de445cb0ba8186cd63f066
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789587

반응 노트

불러오는 중…