Acetonitrile → 4-(6-Fluoro-4-iodo-pyridin-3-ylmethyl)-morpholine

HRID 561000ノート

反応式

HRID 561000 の反応式
Br[CH2:2][C:3]1[C:4]([I:10])=[CH:5][C:6]([F:9])=[N:7][CH:8]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.CC#N.C(N(CC)C(C)C)(C)C>ClCCl>[F:9][C:6]1[N:7]=[CH:8][C:3]([CH2:2][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[C:4]([I:10])[CH:5]=1

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 66674459HCID 66674459、化合物

生成物 1

HCID 667380884-(6-Fluoro-4-iodo-pyridin-3-ylmethyl)-morpholine収率 99.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
81 °C

実験手順

In a flask, combine 5-bromomethyl-2-fluoro-4-iodo-pyridine (6.13 g, 19.40 mmol), morpholine (3.38 g, 38.80 mmol) and dry CH3CN (100 mL) under nitrogen. Add N,N-diisopropylethylamine (6.76 mL, 38.80 mmol, 2 M THF solution). Heat at 81° C. for 2 hours and cool to room temperature. Dilute with dichloromethane and wash with water and saturated aqueous sodium chloride. Separate the organic layer from the aqueous layer and dry over magnesium sulfate. After filtration, concentrate in vacuo to give the crude title compound 6.23 g (99.7%). MS (ES) m/z 323 [M+1]+.

後処理

  1. customIn a flask, combine
  2. temperaturecool to room temperature
  3. washwash with water and saturated aqueous sodium chloride
  4. customSeparate the organic layer from the aqueous layer
  5. dry with materialdry over magnesium sulfate
  6. filtrationAfter filtration
  7. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-7cb2e90f8ff7463083285bacc260a99a
出典データセット
uspto-grants-2011_11
特許番号
US08063212B2

反応ノート

読み込み中…