Water → 4-((2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy)pyridin-2-amine

HRID 79436

反応式

HRID 79436 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.[CH3:9][C:10]1([CH3:17])[O:14][CH:13]([CH2:15][OH:16])[CH2:12][O:11]1.[Na].O>ClCCl>[CH3:9][C:10]1([CH3:17])[O:14][CH:13]([CH2:15][O:16][C:2]2[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=2)[CH2:12][O:11]1

参加物

6

反応物 4

HCID 962WaterHCID 7528SolketalHCID 5818662-Amino-4-chloropyridineHCID 5360545Sodium

生成物 1

HCID 509875954-((2,2-Dimethyl-1,3-dioxolan-4-yl)methoxy)pyridin-2-amine収率 80%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
145 °C

実験手順

A sealed tube containing 4-chloro-2-pyridinamine (4 g, 31.2 mmol), (2,2-dimethyl-1,3-dioxolan-4-yl)methanol (8.4 g, 60.6 mmol), and sodium (1.46 g, 63.5 mmol) was heated at 145° C. for 8 hours. The mixture was cooled to ambient temperature; water (25 mL) and dichloromethane (50 mL) were added. The organic phase was separated, dried with sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by chromatography on silica-gel to give 4-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)pyridin-2-amine as a pale yellow solid (5.6 g).

後処理

  1. temperatureThe mixture was cooled to ambient temperature
  2. customThe organic phase was separated
  3. dry with materialdried with sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by chromatography on silica-gel

出典と根拠

ORDレコード
ord-5231720e43f441fda1d0c65964eaca65
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

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