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

HRID 225751

반응식

HRID 225751 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 184070436-Chloro-2-iodopyridin-3-amine수율 39.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-8f3a0f97afd14c4d9c61cd32c024c2b9
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557122B2

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