4-Iodobenzoyl chloride → (4-Dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanone

HRID 529768Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 529768
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](Cl)=[O:7])=[CH:4][CH:3]=1.[CH3:11][N:12]([CH3:19])[CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>C(Cl)Cl.C([O-])([O-])=O.[Na+].[Na+]>[CH3:11][N:12]([CH3:19])[CH:13]1[CH2:18][CH2:17][N:16]([C:6]([C:5]2[CH:9]=[CH:10][C:2]([I:1])=[CH:3][CH:4]=2)=[O:7])[CH2:15][CH2:14]1

Komponenten

5

Edukt 2

HCID 743734-Iodobenzoyl chlorideHCID 417391N,N-Dimethylpiperidin-4-amine

Produkt 1

HCID 60763941(4-Dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanoneAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 10340Sodium CarbonateLösungsmittel

Versuchsvorschrift

A solution of 4-iodo-benzoyl chloride (4.72 g, 17.71 mmol) in DCM (70 mL) at 0° C. was treated with dimethyl-piperidin-4-yl-amine (2.27 g, 17.71 mmol). The resultant suspension was warmed to room temperature and stirred for 2.5 hours. The reaction mixture was diluted with 1M aqueous Na2CO3 solution and the phases separated. The aqueous phase was extracted twice with DCM and the combined organic phase was dried (Na2SO4) and evaporated to afford (4-dimethylamino-piperidin-1-yl)-(4-iodo-phenyl)-methanone as a white solid (6.2 g, 98%). LCMS (Method 3) [M+H]+=359.2, RT=1.82 min.

Aufarbeitung

  1. customthe phases separated
  2. extractionThe aqueous phase was extracted twice with DCM
  3. dry with materialthe combined organic phase was dried (Na2SO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-84f75af1e6c94959a334d320bd58640e
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346815B2

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