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

HRID 561000노트

반응식

HRID 561000 반응식
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

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 66674459HCID 66674459, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
81 °C

실험 절차

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]+.

후처리

  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

출처 및 근거

ORD 기록
ord-7cb2e90f8ff7463083285bacc260a99a
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063212B2

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