Triethylamine → 2,3,6-Trifluoropyridin-4-amine

HRID 272686노트

반응식

HRID 272686 반응식
Cl[C:2]1[C:3]([F:11])=[N:4][C:5]([F:10])=[C:6]([F:9])[C:7]=1[NH2:8].CCN(CC)CC.[H][H]>CO.[Pd]>[F:10][C:5]1[C:6]([F:9])=[C:7]([NH2:8])[CH:2]=[C:3]([F:11])[N:4]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 34881444-Amino-3-chloro-2,5,6-trifluoro-pyridineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 139996122,3,6-Trifluoropyridin-4-amine수율 90%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 3-chloro-2,5,6-trifluoro-pyridin-4-ylamine (1.82 g, 10 mmol), 5% Pd/C (0.5 g), and Et3N (3.04 g, 30 mmol) in 50 mL of MeOH was equipped with a balloon of hydrogen gas and stirred at room temperature overnight. The solution was filtered through diatomaceous earth (Celite®). The filtrate was concentrated under vacuum and the residue was partitioned between ethyl acetate and H2O. The aqueous layer was extracted with additional ethyl acetate, and the combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel with 7:3 hexanes/ethyl acetate to provide 1.33 g (90%) of the desired product. MS (DCI) m/e 149 (M+H)+.

후처리

  1. filtrationThe solution was filtered through diatomaceous earth (Celite®)
  2. concentrationThe filtrate was concentrated under vacuum
  3. customthe residue was partitioned between ethyl acetate and H2O
  4. extractionThe aqueous layer was extracted with additional ethyl acetate
  5. washthe combined organic layers were washed with brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum
  9. customThe residue was purified by flash column chromatography on silica gel with 7:3 hexanes/ethyl acetate

출처 및 근거

ORD 기록
ord-d489b0a642c0457caf2247a48c2d0bf2
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456169B2

반응 노트

불러오는 중…