1,2-Dichloroethane → 2-Imino-1(1-iodo-vinyl)-1,2-dihydro-pyridine-4-carboxylic acid N'-(2-fluoro-acetyl)-hydrazide

HRID 341220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 341220
[F:1][CH2:2][C:3]([OH:5])=O.C(Cl)CCl.[I:10][C:11]1[N:15]2[CH:16]=[CH:17][C:18]([C:20]([NH:22][NH2:23])=[O:21])=[CH:19][C:14]2=[N:13][CH:12]=1>C(Cl)Cl.CN(C1C=CN=CC=1)C>[F:1][CH2:2][C:3]([NH:23][NH:22][C:20]([C:18]1[CH:17]=[CH:16][N:15]([C:11]([I:10])=[CH2:12])[C:14](=[NH:13])[CH:19]=1)=[O:21])=[O:5]

Komponenten

6

Edukt 3

HCID 111,2-DichloroethaneHCID 5237Fluoroacetic acidHCID 593209453-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid hydrazide

Produkt 1

HCID 866415502-Imino-1(1-iodo-vinyl)-1,2-dihydro-pyridine-4-carboxylic acid N'-(2-fluoro-acetyl)-hydrazide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of fluoroacetic acid (52 mg, 0.66 mmol) in CH2Cl2 (5 ml) was added EDC (127 mg, 0.66 mmol) and DMAP (5 mg, catalytic) and the reaction mixture stirred at room temperature for 15 min. 3-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid hydrazide (prepared as described in Example 329 steps a-c) (100 mg, 0.33 mmol) was added and the reaction mixture stirred at room temperature for 18 h. The reaction mixture was filtered, the precipitate washed with Et2O and dried to afford a crude product which was used directly in the next reaction (101 mg). MS: [M+H]+=363.

Aufarbeitung

  1. stirringthe reaction mixture stirred at room temperature for 18 h
  2. filtrationThe reaction mixture was filtered
  3. washthe precipitate washed with Et2O
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e6372afe9e3e458389c36007414920ad
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895745B2

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