Sodium borohydride → Thiazolo[4,5-c]pyridin-2-ylmethanol

HRID 1890555Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1890555
[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]=[C:2]1[C:10](OCC)=[O:11].[BH4-].[Na+]>C(O)C>[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[N:3]=[C:2]1[CH2:10][OH:11]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 65583458Ethyl thiazolo[4,5-c]pyridine-2-carboxylate

Produkt 1

HCID 55296405Thiazolo[4,5-c]pyridin-2-ylmethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of ethyl thiazolo[4,5-c]pyridine-2-carboxylate (R-3) (5 g, 24 mmol) in ethanol (100 mL) was added NaBH4 (0.9 g, 24 mmol) in portions at 0° C. The suspension was stirred at room temperature for 1 h, and then concentrated. The resulting residue was dissolved in EtOAc, washed with water. The organic layer was separated, dried over Na2SO4, concentrated in vacuo and purified by chromatography on silica gel to give the title compound. MS (m/z): 167 (M+1)+.

Aufarbeitung

  1. concentrationconcentrated
  2. dissolutionThe resulting residue was dissolved in EtOAc
  3. washwashed with water
  4. customThe organic layer was separated
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. custompurified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-d897d3a298544ca19178d3db356dce84
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507487B2

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