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

HRID 69221ノート

反応式

HRID 69221 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
110 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3ed7cc79989641d9b57a5e03e6a8b6b2
出典データセット
uspto-grants-2014_09
特許番号
US08822468B2

反応ノート

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