Ethyl Acetate → methyl [3-(6-fluoro-3-iodo-1H-indazol-1-yl)propyl]carbamate

HRID 922463ノート

反応式

HRID 922463 の反応式
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([I:11])=[N:7][NH:8]2)=[CH:4][CH:3]=1.Br[CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:20])[O:18][CH3:19].C(=O)([O-])[O-].[K+].[K+].C(OCC)(=O)C>CN(C)C=O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([I:11])=[N:7][N:8]2[CH2:13][CH2:14][CH2:15][NH:16][C:17](=[O:20])[O:18][CH3:19])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 254236Methyl(3-bromopropyl)carbamateHCID 178505447HCID 178505447、化合物

生成物 1

HCID 68308666methyl [3-(6-fluoro-3-iodo-1H-indazol-1-yl)propyl]carbamate収率 38.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

to a solution of 6-fluoro-3-iodo-1H-indazole (1.5 g) and methyl (3-bromopropyl)carbamate (1.68 g) in N,N-dimethylformamide (5 mL) was added potassium carbonate (1.58 g), and the mixture was stirred at room temperature for 3 days. To the reaction solution was added ethyl acetate, and the mixture was washed with aqueous saturated sodium chloride solution, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/20→3/2) to give methyl [3-(6-fluoro-3-iodo-1H-indazol-1-yl)propyl]carbamate [REx(102-1)] (836 mg) as a red oil.

後処理

  1. washthe mixture was washed with aqueous saturated sodium chloride solution
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/20→3/2)

出典と根拠

ORDレコード
ord-ca2fd1eb92a44d3d8714992967102056
出典データセット
uspto-grants-2016_03
特許番号
US09278944B2

反応ノート

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