3-(Piperazin-1-yl)propane-1,2-diol → 3-[4-(2,3-Dihydroxypropyl)piperazin-1-yl]pyrazine-2-carboxylic acid methyl ester dihydrochloride

HRID 231777Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 231777
[OH:1][CH:2]([CH2:10][OH:11])[CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.[CH3:12][O:13][C:14]([C:16]1[C:21]([Cl:22])=[N:20][CH:19]=[CH:18][N:17]=1)=[O:15]>O1CCOCC1>[ClH:22].[ClH:22].[CH3:12][O:13][C:14]([C:16]1[C:21]([N:7]2[CH2:8][CH2:9][N:4]([CH2:3][CH:2]([OH:1])[CH2:10][OH:11])[CH2:5][CH2:6]2)=[N:20][CH:19]=[CH:18][N:17]=1)=[O:15]

Komponenten

4

Edukt 2

HCID 1110023-(Piperazin-1-yl)propane-1,2-diolHCID 1519497Methyl 3-chloropyrazine-2-carboxylate

Produkt 1

HCID 678617893-[4-(2,3-Dihydroxypropyl)piperazin-1-yl]pyrazine-2-carboxylic acid methyl ester dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Grams 20.5 of 1-(2,3-dihydroxypropyl)piperazine and 11 g of 3-chloropyrazine-2-carboxylic acid methyl ester in 100 ml dioxane were refluxed for one hour. The reaction mixture was cooled and settled, the solvent evaporated and the obtained residue dissolved in concentrated hydrochloric acid and the solution diluted with isopropanol until incipient precipitation. After resting, 12.7 g of 3-[4-(2,3-dihydroxypropyl)piperazin-1-yl]pyrazine-2-carboxylic acid methyl ester dihydrochloride melting at 195°-197° C. (with decomposition), were obtained.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. customthe solvent evaporated
  3. dissolutionthe obtained residue dissolved in concentrated hydrochloric acid
  4. additionthe solution diluted with isopropanol until incipient precipitation

Quellen und Nachweise

ORD-Eintrag
ord-3379b5f1f1cf4f3ba8ffe7ee21144da1
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04849422

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