Calcium Carbonate → 6-Chloro-2-iodopyridin-3-amine

HRID 12305

反応式

HRID 12305 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:8])=[N:6][CH:7]=1.C(=O)([O-])[O-].[Ca+2].[I:14](Cl)(=O)=O.I(Cl)(=O)=O.C([N+](C)(C)C)C1C=CC=CC=1>ClCCl.CO>[NH2:1][C:2]1[C:7]([I:14])=[N:6][C:5]([Cl:8])=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 10112Calcium CarbonateHCID 793055-Amino-2-chloropyridineHCID 56924451Trimethylbenzylammonium Dichloroiodate

生成物 1

HCID 184070436-Chloro-2-iodopyridin-3-amine収率 39.1%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

23.2 g (180.5 mM) of 5-amino-2-chloropyridine are mixed in 70 ml of dichloro-methane (DCM) and 180 ml of methanol, and 21.6 g (216 mM) of calcium carbonate and 75.3 g (226 mM) of benzyltrimethylammonium dichloroiodate are added. The reaction mixture is stirred at room temperature for 16 hours, and then filtered to remove the mineral salts. The filtrate is diluted with water and extracted with DCM. The organic phase obtained is washed with sodium chloride solution, and then with saturated sodium thiosulfate solution, dried over magnesium sulfate and concentrated under reduced pressure. An oil is obtained, which is purified by chromatography on silica gel, eluting with a cyclohexane/ethyl acetate mixture (80/20 and then 70/30; v/v). 13.9 g of the expected product are thus obtained in the form of an orange-colored solid (yield=30%).

後処理

  1. filtrationfiltered
  2. customto remove the mineral salts
  3. additionThe filtrate is diluted with water
  4. extractionextracted with DCM
  5. customThe organic phase obtained
  6. washis washed with sodium chloride solution
  7. dry with materialwith saturated sodium thiosulfate solution, dried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customAn oil is obtained
  10. customwhich is purified by chromatography on silica gel
  11. washeluting with a cyclohexane/ethyl acetate mixture (80/20

出典と根拠

ORDレコード
ord-c64554637d384b8ca3dde17f86b2075e
出典データセット
uspto-grants-2010_06
特許番号
US07728002B2

関連ノート

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