1,2-Dichloroethane → 4-bromo-N-(2-hydroxyethyl)picolinamide

HRID 58060Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 58060
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([OH:10])=O)[CH:3]=1.[NH2:11][CH2:12][CH2:13][OH:14].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl.C(N(C(C)C)C(C)C)C>CN(C=O)C.C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([NH:11][CH2:12][CH2:13][OH:14])=[O:10])[CH:3]=1

Komponenten

8

Edukt 5

HCID 111,2-DichloroethaneHCID 700EthanolamineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 7351504-Bromopyridine-2-carboxylic acid

Produkt 1

HCID 897817404-bromo-N-(2-hydroxyethyl)picolinamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 4-bromopicolinic acid (0.3 g, 1.485 mmol) in DMF (4 mL) were added 2-aminoethanol (0.181 g, 2.97 mmol), HOBt (0.301 g, 2.228 mmol), and EDC (0.456 g, 2.376 mmol), followed by N-ethyl-N-isopropylpropan-2-amine (1.293 mL, 7.43 mmol). The reaction mixture was stirred for 18 hours at room temperature. The reaction mixture was diluted with DCM, washed with brine, and concentrated to give the title compound, which was used without further purification.

Aufarbeitung

  1. washwashed with brine
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7c297db1e83246e1a0f83a2fd9b37419
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434743B2

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