Sodium borohydride → 4-(2-hydroxyethyl)-7-iodo-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-one

HRID 711398Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 711398
[BH4-].[Na+].C([O:5][C:6](=O)[CH2:7][CH:8]1[N:13]2[CH:14]=[C:15]([I:17])[CH:16]=[C:12]2[C:11](=[O:18])[NH:10][CH2:9]1)C>CCO>[OH:5][CH2:6][CH2:7][CH:8]1[N:13]2[CH:14]=[C:15]([I:17])[CH:16]=[C:12]2[C:11](=[O:18])[NH:10][CH2:9]1

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 86658330HCID 86658330, Verbindung

Produkt 1

HCID 867325494-(2-hydroxyethyl)-7-iodo-3,4-dihydropyrrolo[1,2-a]pyrazin-1(2H)-oneAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Sodium borohydride (0.870 g, 23.0 mmol) was added to an ice-cooled stirred solution of ethyl(7-iodo-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl)acetate (1.00 g, 2.87 mmol) in EtOH (30 mL), under N2. The reaction mixture was stirred at room temperature for 18 h, and then it was quenched by water addition (10 ml). The solvent was evaporated to dryness and the residue dissolved in THF (30 ml)/brine (30 ml) and extracted with THF (3×30 mL). The organic phase was dried over Na2SO4 and concentrated to dryness to give the title compound (0.878 g, 2.87 mmol, 100%) as a solid.

Aufarbeitung

  1. temperaturecooled
  2. customit was quenched by water addition (10 ml)
  3. customThe solvent was evaporated to dryness
  4. dissolutionthe residue dissolved in THF (30 ml)/brine (30 ml)
  5. extractionextracted with THF (3×30 mL)
  6. dry with materialThe organic phase was dried over Na2SO4
  7. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-c3a0a1c6d4144b51a1518dfd15611a7e
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181258B2

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