Triethylamine → Methyl 6-[(2,3-dihydroxypropyl)amino]-3-nitropyrazine-2-carboxylate

HRID 64612

Reaktionsgleichung

Reaktionsgleichung von HRID 64612
Cl[C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([N+:12]([O-:14])=[O:13])=[N:4][CH:3]=1.[NH2:15][CH2:16][CH:17]([OH:20])[CH2:18][OH:19].C(N(CC)CC)C>C(O)(C)C>[OH:20][CH:17]([CH2:18][OH:19])[CH2:16][NH:15][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[C:5]([N+:12]([O-:14])=[O:13])=[N:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 735613-Amino-1,2-propanediolHCID 15914238Methyl 6-chloro-3-nitropyrazine-2-carboxylate

Produkt 1

HCID 15914243Methyl 6-[(2,3-dihydroxypropyl)amino]-3-nitropyrazine-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To 1.0 g (0.004 mol) 9 in 15 ml isopropanol is added 0.36 g (0.004 mol) 10 and 0.4 g (0.004 mol) triethylamine at room temperature. The reaction mixture becomes reddish in color and is stirred at room temperature for 16 hours. The solvent is removed on the rotary evaporator and the residue is purified by flash chromatography on silica gel followed by elution with 10% methanol/chloroform. Pure 15 has Rf 0.4 and is obtained as a yellow solid, m.p. 107°-9°.

Aufarbeitung

  1. customThe solvent is removed on the rotary evaporator
  2. customthe residue is purified by flash chromatography on silica gel
  3. washfollowed by elution with 10% methanol/chloroform
  4. customis obtained as a yellow solid, m.p. 107°-9°

Quellen und Nachweise

ORD-Eintrag
ord-454a61fe3d5d40748003eece1dae88cf
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04609659

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