2,3-Dihydro-1-methyl-4(1H)-quinolinone → HCID 87105755、化合物

HRID 1662153ノート

反応式

HRID 1662153 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 87105755HCID 87105755、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-ba9cab2cf6b349cdb0e69718eb493fd4
出典データセット
uspto-grants-2011_10
特許番号
US08030504B2

反応ノート

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