7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine → 5,6,7,8-Tetrahydro-1,8-naphthyridine-2-carbaldehyde

HRID 322531Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 322531
C[O:2][CH:3](OC)[C:4]1[CH:13]=[CH:12][C:11]2[CH2:10][CH2:9][CH2:8][NH:7][C:6]=2[N:5]=1>FC(F)(F)C(O)=O>[N:5]1[C:6]2[NH:7][CH2:8][CH2:9][CH2:10][C:11]=2[CH:12]=[CH:13][C:4]=1[CH:3]=[O:2]

Komponenten

3

Edukt 1

HCID 177501767-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

Produkt 1

HCID 218737255,6,7,8-Tetrahydro-1,8-naphthyridine-2-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

14-2 (10 g, 0.048 mol) was trifluoroacetic acid (50 mL) and the resulting solution stirred under argon for 12.5 h. The TFA was removed at reduced pressure and the residue partitioned between sat. NaHCO3 and CH2Cl2. The organic layer was dried, concentrated and passed through a 3 in. pad of silica gel (10% acetone/CH2Cl2) and concentrated to afford 14-3 as a yellow crystalline solid.

Aufarbeitung

  1. customThe TFA was removed at reduced pressure
  2. customthe residue partitioned between sat. NaHCO3 and CH2Cl2
  3. customThe organic layer was dried
  4. concentrationconcentrated
  5. concentrationpad of silica gel (10% acetone/CH2Cl2) and concentrated

Quellen und Nachweise

ORD-Eintrag
ord-9ca0d4a5eef84177855305c38b015e26
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211184B1

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