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

HRID 1054112노트

반응식

HRID 1054112 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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]+.

후처리

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

출처 및 근거

ORD 기록
ord-7461a82abea0479497936376520f1983
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394290B2

반응 노트

불러오는 중…