2-Fluoro-6-(1h-imidazol-2-yl)pyridine → HCID 22260382, 화합물

HRID 1609831노트

반응식

HRID 1609831 반응식
Cl[CH2:2][C:3]1[C:8]([O:9][CH2:10][CH3:11])=[CH:7][C:6]([O:12][CH2:13][CH3:14])=[CH:5][N:4]=1.[F:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]2[NH:23][CH:24]=[CH:25][N:26]=2)[N:17]=1>CN(C=O)C.O>[F:15][C:16]1[N:17]=[C:18]([C:22]2[N:26]([CH2:2][C:3]3[C:8]([O:9][CH2:10][CH3:11])=[CH:7][C:6]([O:12][CH2:13][CH3:14])=[CH:5][N:4]=3)[CH:25]=[CH:24][N:23]=2)[CH:19]=[CH:20][CH:21]=1

참가 물질

5

반응물 2

HCID 219192862-Fluoro-6-(1h-imidazol-2-yl)pyridineHCID 22260384HCID 22260384, 화합물

생성물 1

HCID 22260382HCID 22260382, 화합물수율 50%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a solution of 2-chloromethyl-3,5-diethoxy-pyridine (174 mg, 0.69 mmol) in DMF (5 mL) is added 2-fluoro-6-(1H-imidazol-2-yl)-pyridine (112 mg, 0.69 mmol), and the reaction is stirred at room temperature overnight. The reaction mixture is diluted with water, extracted with EtOAc, washed with brine, dried over Na2SO4, and concentrated. The residue is purified by column chromatography eluting with 8% MeOH—CH2Cl2 containing few drops of NH4OH to afford 2-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-yl methyl]-3,5-diethoxy-pyridine (118 mg, 49%); 1H NMR (300 MHz, CDCl3): 8.06 (dd, J=5.1, 2.4 Hz, 1H), 7.81 (t, J=7.9 Hz, 1H), 7.75 (d, J=2.4 Hz, 1H), 7.09 (s, 1H), 7.04 (s, 1H), 6.80 (dd, J=5.1, 2.7 Hz, 1H), 6.65 (d, J=2.4 Hz, 1H), 5.95 (s, 2H), 4.02 (q, J=6.9 Hz, 2H), 3.90 (q, J=6.9 Hz, 2H), 1.39 (t, J=6.9 Hz, 2H), 1.16 (t, J=6.9 Hz, 2H), m/z 343 [M+1].

후처리

  1. extractionextracted with EtOAc
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customThe residue is purified by column chromatography
  6. washeluting with 8% MeOH—CH2Cl2 containing few drops of NH4OH

출처 및 근거

ORD 기록
ord-ec9b3d1e856e4d54a1c09d879013ff99
출처 데이터셋
uspto-grants-2006_01
특허 번호
US06982268B2

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