Tin dichloride dihydrate → 6-Cyclopropyl-5-phenylpyridin-3-amine

HRID 41990

反応式

HRID 41990 の反応式
[CH:1]1([C:4]2[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:8][C:7]([N+:16]([O-])=O)=[CH:6][N:5]=2)[CH2:3][CH2:2]1.Cl[Sn]Cl.O>C(O)C>[CH:1]1([C:4]2[N:5]=[CH:6][C:7]([NH2:16])=[CH:8][C:9]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 43835034Tin dichloride dihydrateHCID 673947372-Cyclopropyl-5-nitro-3-phenylpyridine

生成物 1

HCID 584158326-Cyclopropyl-5-phenylpyridin-3-amine収率 57.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 2-cyclopropyl-5-nitro-3-phenylpyridine (0.25 mmol, 0.06 g) and SnCl2.H2O (0.89 mmol, 0.2 g) in ethanol (2 ml) was heated at 80° C. for 1 hour. The solvent was evaporated and the crude residue was dissolved in water. The solution neutralised with 6N NaOH aqueous solution and extracted with dichloromethane. The solid residue was purified by chromatography over SiO2 eluting with dichloromethane/methanol mixtures affording 6-cyclopropyl-5-phenylpyridin-3-amine (0.03 g, 57% of yield) of the expected product.

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe crude residue was dissolved in water
  3. extractionextracted with dichloromethane
  4. customThe solid residue was purified by chromatography over SiO2 eluting with dichloromethane/methanol

出典と根拠

ORDレコード
ord-e2d2246eb6a34499a6fbd94959555ffd
出典データセット
uspto-grants-2013_09
特許番号
US08536165B2

関連ノート

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