Iodine → 6-(6-Chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-7-fluoro-quinoline

HRID 69221노트

반응식

HRID 69221 반응식
II.O[PH2]=O.[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[N:11]([C:13]([CH:16]([C:18]3[CH:19]=[C:20]4[C:25](=[CH:26][C:27]=3[F:28])[N:24]=[CH:23][CH:22]=[CH:21]4)O)=[CH:14][N:15]=2)[N:12]=1>C(O)(=O)C>[Cl:6][C:7]1[CH:8]=[CH:9][C:10]2[N:11]([C:13]([CH2:16][C:18]3[CH:19]=[C:20]4[C:25](=[CH:26][C:27]=3[F:28])[N:24]=[CH:23][CH:22]=[CH:21]4)=[CH:14][N:15]=2)[N:12]=1

참가 물질

5

반응물 3

HCID 807IodineHCID 4124402Phosphinic AcidHCID 58147515(6-Chloroimidazo[1,2-b]pyridazin-3-yl)(7-fluoroquinolin-6-yl)methanol

생성물 1

HCID 581475166-(6-Chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-7-fluoro-quinoline

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
110 °C

실험 절차

Iodine (3.09 g, 12.17 mmol) and H3PO2 (1.673 mL of a 50% aqueous solution, 30.4 mmol) are added to a solution of (rac)-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-(7-fluoro-quinolin-6-yl)methanol (Stage 174.3, 2 g, 6.08 mmol) in acetic acid (20 mL). The RM was heated under stirring at 110° C. for 18 h. The RM was then evaporated and taken into DCM and washed with NaHCO3 sol., and extracted with DCM/NaHCO3 sol. The combined organic layer were dried and concentrated. The residue was stirred in acetone and filtered. After 3 h drying under vacuum, it gave the title compound (tR 4.41 min (conditions 3), MH+=313).

후처리

  1. temperatureThe RM was heated
  2. customThe RM was then evaporated
  3. washwashed with NaHCO3 sol.
  4. extractionextracted with DCM/NaHCO3 sol. The combined organic layer
  5. customwere dried
  6. concentrationconcentrated
  7. stirringThe residue was stirred in acetone
  8. filtrationfiltered
  9. customAfter 3 h drying under vacuum, it

출처 및 근거

ORD 기록
ord-3ed7cc79989641d9b57a5e03e6a8b6b2
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822468B2

반응 노트

불러오는 중…