5-(Bromomethyl)-2-methylpyridine → 5-((6-Methylpyridin-3-yl)methoxy)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one

HRID 469685

반응식

HRID 469685 반응식
[OH:1][C:2]1[CH:7]=[N:6][N:5]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][O:9]2)[C:4](=[O:14])[CH:3]=1.Br[CH2:16][C:17]1[CH:18]=[CH:19][C:20]([CH3:23])=[N:21][CH:22]=1>>[CH3:23][C:20]1[N:21]=[CH:22][C:17]([CH2:16][O:1][C:2]2[CH:7]=[N:6][N:5]([CH:8]3[CH2:13][CH2:12][CH2:11][CH2:10][O:9]3)[C:4](=[O:14])[CH:3]=2)=[CH:18][CH:19]=1

참가 물질

3

반응물 2

HCID 221456065-(Bromomethyl)-2-methylpyridineHCID 579503555-Hydroxy-2-(2-tetrahydropyranyl)pyridazin-3(2H)-one

생성물 1

HCID 580922675-((6-Methylpyridin-3-yl)methoxy)-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one수율 43.6%

실험 절차

5-Hydroxy-2-(tetrahydro-2H-pyran-2-yl)pyridazin-3(2H)-one (2.62 g, 13.4 mmol) and 5-(bromomethyl)-2-methylpyridine (7.47 g, 40.2 mmol) were reacted following the procedure for Example 17 (step a) to provide the title compound (1.76 g, 43%) as a white solid: 1H NMR (300 MHz, CDCl3) δ 8.47 (s, 1H), 7.67 (d, J=6.2 Hz, 1H), 7.62-7.59 (dd, J=7.9, 2.3 Hz, 1H), 7.20 (d, J=8.0 Hz, 1H), 6.19 (d, J=2.8 Hz, 1H), 6.03-5.99 (dd, J=10.5, 2.0 Hz, 1H), 4.97 (s, 2H), 4.15-4.08 (m, 1H), 3.78-3.69 (td, J=11.6, 2.6 Hz, 1H), 2.59 (s, 3H), 2.16-2.00 (m, 2H), 1.74-1.54 (m, 4H).

출처 및 근거

ORD 기록
ord-b2ffdad33210403c80bd436cc7c7dfec
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629158B2

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