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

HRID 272686ノート

反応式

HRID 272686 の反応式
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

参加物

6

反応物 3

HCID 8471TriethylamineHCID 34881444-Amino-3-chloro-2,5,6-trifluoro-pyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 139996122,3,6-Trifluoropyridin-4-amine収率 90%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-d489b0a642c0457caf2247a48c2d0bf2
出典データセット
uspto-grants-2008_11
特許番号
US07456169B2

反応ノート

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