2-Fluoro-6-(1h-imidazol-2-yl)pyridine → HCID 22260382、化合物

HRID 1609831ノート

反応式

HRID 1609831 の反応式
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

参加物

5

反応物 2

HCID 219192862-Fluoro-6-(1h-imidazol-2-yl)pyridineHCID 22260384HCID 22260384、化合物

生成物 1

HCID 22260382HCID 22260382、化合物収率 50%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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].

後処理

  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

出典と根拠

ORDレコード
ord-ec9b3d1e856e4d54a1c09d879013ff99
出典データセット
uspto-grants-2006_01
特許番号
US06982268B2

反応ノート

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