2,3-Dihydro-1-methyl-4(1H)-quinolinone → HCID 87105755, 화합물

HRID 1803767노트

반응식

HRID 1803767 반응식
Cl.[O:2]([NH2:4])[CH3:3].[CH3:5][N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=O)[CH2:8][CH2:7]1>N1C=CC=CC=1>[CH3:3][O:2][N:4]=[C:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]([CH3:5])[CH2:7][CH2:8]1

참가 물질

4

반응물 2

HCID 4204192,3-Dihydro-1-methyl-4(1H)-quinolinoneHCID 521874O-Methylhydroxylamine hydrochloride

생성물 1

HCID 87105755HCID 87105755, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Methoxylamine hydrochloride (0.88 g, 10.6 mmol) was added to a solution of Example 17A (1.55 g, 9.6 mmol) in pyridine (20 mL) and the mixture stirred overnight at ambient temperature. The mixture was concentrated under reduced pressure and ethyl acetate (200 mL) was added. The organic layer was washed twice with water (200 mL) and brine, dried over sodium sulfate, filtered, and concentrate under reduced pressure. The residue was chromatographed on silica gel eluting with 0-20% ethyl acetate in hexane to afford the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 2.76 (t, J=6.61 Hz, 2H), 2.83 (s, 3H), 3.11 (t, J=6.61 Hz, 2H), 3.87 (s, 3H), 6.69 (t, J=7.46 Hz, 1H), 6.75 (d, J=8.48 Hz, 1H), 7.22 (td, J=7.80, 1.70 Hz, 1H), 7.73 (dd, J=7.80, 1.70 Hz, 1H). MS (DCI) m/z 191.07 (M+H)1.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure and ethyl acetate (200 mL)
  2. additionwas added
  3. washThe organic layer was washed twice with water (200 mL) and brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrate under reduced pressure
  7. customThe residue was chromatographed on silica gel eluting with 0-20% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-e9ce108ee4794726bc80d492d537cb21
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08350083B2

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