2-Chlorobenzoyl chloride → 2-Chloro-benzoic acid N'-(5-fluoro-pyridin-2-yl)-hydrazide

HRID 75616

Reaktionsgleichung

Reaktionsgleichung von HRID 75616
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[Cl:10][C:11]1[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13](Cl)=[O:14].CCN(C(C)C)C(C)C>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH:9][C:13](=[O:14])[C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[Cl:10])=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 691102-Chlorobenzoyl chlorideHCID 81531DiisopropylethylamineHCID 199167865-Fluoro-2-hydrazinylpyridine

Produkt 1

HCID 866867222-Chloro-benzoic acid N'-(5-fluoro-pyridin-2-yl)-hydrazideAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (5-fluoro-pyridin-2-yl)-hydrazine (for reference procedure see WO 2010/022076, which is incorporated herein by reference; 1.0 g, 7.87 mmol) and 2-chloro-benzoyl chloride (1 mL, 7.87 mmol) in DCM (50 mL) was added dropwise DIPEA (2.74 mL, 15.75 mmol). The reaction mixture was stirred at RT for 1 h then washed with water. The organic layer was dried through a phase separator and then concentrated in vacuo to afford the title compound (1.95 g, 93%) as a brown solid. LCMS (Method 3): Rt 2.82 min, m/z 266 [MH+].

Aufarbeitung

  1. washthen washed with water
  2. customThe organic layer was dried through a phase separator
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b1fa1cc4ea254d9abf5af72b3c28aaca
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835431B2

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