O-Methylhydroxylamine hydrochloride → HCID 62553448, 화합물

HRID 2233424노트

반응식

HRID 2233424 반응식
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][C:8]([C:10]2[CH:11]=[C:12]([CH3:16])[CH:13]=[CH:14][CH:15]=2)=O)=[CH:3][CH:2]=1.Cl.O([NH2:20])C>FC(F)(F)C(O)=O.[Pd]>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH:8]([NH2:20])[C:10]2[CH:11]=[C:12]([CH3:16])[CH:13]=[CH:14][CH:15]=2)=[CH:3][CH:2]=1

참가 물질

5

반응물 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 113562871-(3-Methylphenyl)-2-(pyridin-4-yl)ethan-1-one

생성물 1

HCID 62553448HCID 62553448, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6422Trifluoroacetic acid용매

실험 절차

The intermediate oxime was prepared from 2-pyridin-4-yl-1-m-tolyl-ethanone (crude) and methoxylamine hydrochloride (8.00 g, 95.78 mmol) according to the protocol described in general procedure B. The oxime was then dissolved in trifluoroacetic acid (30.00 mL) and Pd/C (0.80 g) was added. The reaction mixture was hydrogenated under 50 psi for 14 hours, then filtered and concentrated. The residue was basified with 5M sodium hydroxide and extracted with methylene chloride. The combined organic phases were dried over potassium carbonate and concentrated to yield the title compound. Spectroscopic data: 1H NMR (300 MHz, DMSO-d6) δ ppm 2.27 (s, 3H) 2.89 (d, J=7.04 Hz, 2 H) 4.12 (t, 1 H) 7.10-7.22 (m, 1 H) 7.39 (ddd, J=7.77, 4.25, 1.47 Hz, 2 H) 7.75-7.82 (m, 1H) 8.41 (td, J=4.98, 2.05 Hz, 2 H) 8.58 (dd, J=5.86, 1.76 Hz, 2 H).

후처리

  1. filtrationfiltered
  2. concentrationconcentrated
  3. extractionextracted with methylene chloride
  4. dry with materialThe combined organic phases were dried over potassium carbonate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3d700f68197844d594d12233cbba9d89
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709507B2

반응 노트

불러오는 중…