Iodine → (4R*,10aS*)-4-(4-fluorophenyl)-7-iodooctahydropyrido[1,2-a]azepin-6-one

HRID 553886ノート

反応式

HRID 553886 の反応式
I[Si](C)(C)C.[F:6][C:7]1[CH:12]=[CH:11][C:10]([C@@H:13]2[N:18]3[C:19](=[O:24])[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:17]3[CH2:16][CH2:15][CH2:14]2)=[CH:9][CH:8]=1.CN(C)CCN(C)C.[I:33]I.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl.C(OCC)(=O)C>[F:6][C:7]1[CH:8]=[CH:9][C:10]([C@@H:13]2[N:18]3[C:19](=[O:24])[CH:20]([I:33])[CH2:21][CH2:22][CH2:23][C@@H:17]3[CH2:16][CH2:15][CH2:14]2)=[CH:11][CH:12]=1

参加物

8

反応物 5

HCID 807IodineHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 24477Sodium ThiosulfateHCID 85247Trimethylsilyl iodideHCID 69073845(4R*,10aR*)-4-(4-fluorophenyl)octahydropyrido[1,2-a]azepin-6-one

生成物 1

HCID 69070104(4R*,10aS*)-4-(4-fluorophenyl)-7-iodooctahydropyrido[1,2-a]azepin-6-one収率 100.3%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

Iodotrimethylsilane (0.11 mL) was added to a solution of (4R*,10aR*)-4-(4-fluorophenyl)octahydropyrido[1,2-a]azepin-6-one (140 mg) and N,N,N′,N′tetramethylethylenediamine (0.28 mL) in methylene chloride (15 mL) at 0° C., and the reaction solution was stirred at 0° C. for 30 minutes. Iodine (204 mg) was added to the reaction solution, which was then stirred at 0° C. for one hour. Ethyl acetate and a saturated sodium thiosulfate solution were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over magnesium sulfate, and then concentrated under reduced pressure to obtain 208 mg of the title compound. The property value of the compound is as follows.

後処理

  1. stirringwas then stirred at 0° C. for one hour
  2. customthe organic layer was separated
  3. washThe resulting organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-00781832d11b4fe8b21b40439e8794c4
出典データセット
uspto-grants-2011_11
特許番号
US08048878B2

反応ノート

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