Sodium Iodide → HCID 68621373、化合物

HRID 340449

反応式

HRID 340449 の反応式
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH2:12].S(OC)(O[CH3:17])(=O)=O.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(OCC)(=O)C.CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH:12][CH3:17]

参加物

7

反応物 4

HCID 5238Sodium IodideHCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 151125453-Bromoquinolin-8-amine

生成物 1

HCID 68621373HCID 68621373、化合物収率 21.9%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
95 °C

実験手順

A DMF (2 ml) solution containing 3-bromoquinolin-8-amine (223 mg), dimethyl sulfate (189 mg), potassium carbonate (415 mg), and sodium iodide (20 mg) were added to a tube and the tube was sealed, followed by stirring at 95° C. for 17 hours. The reaction solution was cooled to room temperature, ethyl acetate was added, an insoluble precipitate was removed, and the organic layer was washed with 1M hydrochloric acid, water, and saturated saline. Subsequently, the organic layer was dried over anhydrous sodium sulfate, the solvent was distilled away under reduced pressure, the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=0:1 to 1:1), and a yellow solid of 3-bromo-N-methylquinolin-8-amine (52 mg) was thus obtained.

後処理

  1. additionwere added to a tube
  2. customthe tube was sealed
  3. temperatureThe reaction solution was cooled to room temperature
  4. customan insoluble precipitate was removed
  5. washthe organic layer was washed with 1M hydrochloric acid, water, and saturated saline
  6. dry with materialSubsequently, the organic layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled away under reduced pressure
  8. customthe obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=0:1 to 1:1)

出典と根拠

ORDレコード
ord-1035dad3a08b4a62a64fb1fcb57e6477
出典データセット
uspto-grants-2014_11
特許番号
US08895585B2

関連ノート

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