N-bromobutanimide → 3-bromo-5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine

HRID 595933노트

반응식

HRID 595933 반응식
[CH3:1][C:2]1([C:8]2[CH:9]=[CH:10][C:11]([NH2:14])=[N:12][CH:13]=2)[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.C1C(=O)N([Br:22])C(=O)C1>C(Cl)Cl.C(OCC)(=O)C>[Br:22][C:10]1[C:11]([NH2:14])=[N:12][CH:13]=[C:8]([C:2]2([CH3:1])[CH2:3][CH2:4][O:5][CH2:6][CH2:7]2)[CH:9]=1

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 1180456035-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine

생성물 1

HCID 1180457983-bromo-5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine수율 100%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To an ice cold solution of 5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine (50 mg, 0.26 mmol) in DCM (5 mL) was added NBS (50.9 mg, 0.28 mmol) in two portions. The reaction mixture was stirred at ambient temperature for 40 min. The reaction solution was diluted with ethyl acetate, washed with water, aqueous sodium bicarbonate, brine, dried over sodium sulfate, filtered off, and concentrated to give 3-bromo-5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine (70 mg, 0.26 mmol, 99% yield) as yellow color residue. LCMS (m/z): 271/273 (MH+), 0.41 min.

후처리

  1. washwashed with water, aqueous sodium bicarbonate, brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered off
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6db9f113010a4b6ab8578b077a581f68
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242996B2

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