1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-Amino-N-methylpyrazine-2-carboxamide

HRID 1887705Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1887705
[NH2:1][C:2]1[C:3]([C:8]([OH:10])=O)=[N:4][CH:5]=[CH:6][N:7]=1.Cl.CN.C[CH2:15][N:16]=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C>CN(C=O)C.C(OCC)(=O)C>[NH2:1][C:2]1[C:3]([C:8]([NH:16][CH3:15])=[O:10])=[N:4][CH:5]=[CH:6][N:7]=1

Komponenten

8

Edukt 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 726563-Amino-2-pyrazinecarboxylic acidHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 6364545Methylamine hydrochloride

Produkt 1

HCID 108207483-Amino-N-methylpyrazine-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 3-aminopyrazine-2-carboxylic acid (965 mg, 6.94 mmol), methylamine hydrochloride (697 mg, 10.3 mmol), EDCI (1.61 g, 8.4 mmol), HOBt (1.136 g, 8.4 mmol) and DIEA (2.42 mL, 13.9 mmol) in DMF (24 mL) was stirred at room temperature for 48 h. It was diluted with ethyl acetate and washed with saturated sodium bicarbonate, brine and dried over magnesium sulfate. The solvent was removed and the residue was purified by silica gel chromatography (combiflash-companion; DCM/MeOH gradient) to give the title compound.

Aufarbeitung

  1. washwashed with saturated sodium bicarbonate, brine
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was removed
  4. customthe residue was purified by silica gel chromatography (combiflash-companion; DCM/MeOH gradient)

Quellen und Nachweise

ORD-Eintrag
ord-62bd56c7653e455a8870271bfe5ff7c9
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501763B2

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