Imidazole → 3-((1H-imidazol-1-yl)methyl)-6-phenylpyridazine

HRID 1054112ノート

反応式

HRID 1054112 の反応式
Br[CH2:2][C:3]1[N:4]=[N:5][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][CH:8]=1.[NH:15]1[CH:19]=[CH:18][N:17]=[CH:16]1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[N:15]1([CH2:2][C:3]2[N:4]=[N:5][C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:7][CH:8]=2)[CH:19]=[CH:18][N:17]=[CH:16]1

参加物

5

反応物 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 667174453-(Bromomethyl)-6-phenylpyridazine

生成物 1

HCID 573300783-((1H-imidazol-1-yl)methyl)-6-phenylpyridazine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Synthesized using compound 65a (40 mg, 0.16 mmol), imidazole (44 mg, 0.64 mmol) and K2CO3 (111 mg, 0.80 mmol) in acetonitrile according to Method B. Crude product was purified by flash chromatography on silica-gel using ethyl acetate as eluent. After flash chromatography the solid was washed with ethyl acetate. Light orange solid. Yield: 22 mg, 58%. 1H NMR (CDCl3, 500 MHz): δH (ppm)=5.58 (s, 2H), 7.08 (s, 1H), 7.17-7.26 (m, 2H), 7.55-7.61 (m, 3H), 7.72 (s, 1H), 7.88 (d, J=8.8 Hz, 1H), 8.09-8.14 (m, 2H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=50.9, 119.6, 125.1, 125.5, 127.4, 129.4, 130.7, 130.8, 135.8, 137.8, 157.2, 159.3; (ESI): m/z=236.91 [M+H]+.

後処理

  1. customSynthesized
  2. customCrude product was purified by flash chromatography on silica-gel
  3. washAfter flash chromatography the solid was washed with ethyl acetate

出典と根拠

ORDレコード
ord-7461a82abea0479497936376520f1983
出典データセット
uspto-grants-2016_07
特許番号
US09394290B2

反応ノート

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