Ammonium Chloride → 9-Bromo-2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine

HRID 1498098노트

반응식

HRID 1498098 반응식
C([Mg]Br)C.[Br:5][C:6]1[CH:21]=[CH:20][C:9]2[C:10]3[N:11]([C:15](I)=[C:16]([I:18])[N:17]=3)[CH2:12][CH2:13][O:14][C:8]=2[CH:7]=1.[NH4+].[Cl-]>C(OCC)C.C1COCC1>[Br:5][C:6]1[CH:21]=[CH:20][C:9]2[C:10]3[N:11]([CH:15]=[C:16]([I:18])[N:17]=3)[CH2:12][CH2:13][O:14][C:8]=2[CH:7]=1

참가 물질

6

반응물 3

HCID 25517Ammonium ChlorideHCID 582047669-Bromo-5,6-dihydro-2,3-diiodoimidazo(1,2-d)(1,4)benzoxazepineHCID 178418443HCID 178418443, 화합물

생성물 1

HCID 582048589-Bromo-2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine수율 81.4%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

A 3.0 M solution of ethylmagnesium bromide in ethyl ether (1.1 mL) was added dropwise to a suspension of 9-bromo-2,3-diiodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine (1.1 g, 2.2 mmol) in THF at −15° C. The mixture was stirred and followed by LC/MS. After 1 hour, there is no starting material left and the reaction was poured into sat. NH4Cl and extracted with ethyl acetate. The organic extracts were washed with water, brine, dried over MgSO4 and concentrated. The crude residue was purified by flash column chromatography to provide 9-bromo-2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine as white solid (0.7 g).

후처리

  1. waitleft
  2. extractionextracted with ethyl acetate
  3. washThe organic extracts were washed with water, brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe crude residue was purified by flash column chromatography

출처 및 근거

ORD 기록
ord-0cd810e4384d4e49bc091e3d32956bf7
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09198918B2

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