Morpholine → Ammonia

HRID 385947

Reaktionsgleichung

Reaktionsgleichung von HRID 385947
Br[CH2:2][C:3]1[C:4]([CH3:10])=[N:5][C:6]([Cl:9])=[CH:7][CH:8]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.CCN(C(C)C)C(C)C>C(Cl)Cl.O>[NH3:5].[Cl:9][C:6]1[N:5]=[C:4]([CH3:10])[C:3]([CH2:2][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:8][CH:7]=1

Komponenten

7

Edukt 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 595261743-(Bromomethyl)-6-chloro-2-methylpyridine

Produkt 2

HCID 222AmmoniaHCID 513419534-[(6-Chloro-2-methylpyridin-3-yl)methyl]morpholine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

3-(Bromomethyl)-6-chloro-2-methylpyridine (500 mg, 2.27 mmol) was taken up in CH2Cl2 (5.0 mL) and morpholine (257 μL, 2.95 mmol) and DIEA (594 μL, 3.40 mmol) were added. After stirring at room temperature overnight, the reaction was diluted with water and extracted with CH2Cl2 (2×). The combined organic layers were dried over MgSO4, filtered, and evaporated. Flash chromatography (0-10% MeOH (w/2 M NH3)/CH2Cl2) provided the title compound as a colorless oil.

Aufarbeitung

  1. extractionextracted with CH2Cl2 (2×)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d3b4e8cd363f4bcba022ccba1d4517a5
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367706B2

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